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  • 1. Aeluri, Madhu
    et al.
    Pramanik, Chinmoy
    Chetia, Lakshindra
    Mallurwar, Naveen Kumar
    Balasubramanian, Sridhar
    Chandrasekar, Gayathri
    Södertörns högskola, Institutionen för naturvetenskap, miljö och teknik.
    Kitambi, Satish Srinivas
    Södertörns högskola, Institutionen för naturvetenskap, miljö och teknik. Karolinska Institute.
    Arya, Prabhat
    14-Membered Macrocyclic Ring-Derived Toolbox: The Identification of Small Molecule Inhibitors of Angiogenesis and Early Embryo Development in Zebrafish Assay2013Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 15, nr 3, s. 436-439Artikkel i tidsskrift (Annet vitenskapelig)
    Abstract [en]

    A highly practical and modular synthesis to obtain a diverse 14-membered ring-based macrocyclic toolbox is achieved. These compounds were further tested in zebrafish assays related to early embryonic development, angiogenesis, and neurogenesis, respectively. 1.4c was Identified as an antiangiogenesis agent.

  • 2.
    Agrawal, Santosh
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Lenormand, Maud
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Martín-Matute, Belén
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Selective Alkylation of (Hetero)Aromatic Amines with Alcohols Catalyzed by a Ruthenium Pincer Complex2012Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 14, nr 6, s. 1456-1459Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A readily available pincer ruthenium(II) complex catalyzes the selective monoalkylation of (hetero)aromatic amines with a wide range of primary alcohols (including pyridine-, furan-, and thiophene-substituted alcohols) with high efficiency when used in low catalyst loadings (1 mol %). Tertiary amine formation via polyalkylation does not occur, making this ruthenium system an excellent catalyst for the synthesis of sec-amines.

  • 3.
    Agrawal, Santosh
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Martínez-Castro, Elisa
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Marcos, Rocio
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Martín-Matute, Belén
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Readily Available Ruthenium Complex for Efficient Dynamic Kinetic Resolution of Aromatic alpha-Hydroxy Ketones2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 8, s. 2256-2259Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A ruthenium complex formed from commercially available [Ru(p-cymene)Cl-2](2) and 1,4-bis(diphenylphosphino)butane catalyzes the racemization of aromatic alpha-hydroxy ketones very efficiently at room temperature. The racemization is fully compatible with a kinetic resolution catalyzed by a lipase from Pseudomonas stutzeri. This is the first example of dynamic kinetic resolution of alpha-hydroxy ketones at ambient temperature in which the metal and enzyme catalysts work in concert in one pot at room temperature to give quantitative yields of esters of alpha-hydroxy ketones with very high enantioselectivity.

  • 4.
    Akkarasamiyo, Sunisa
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Margalef, Jèssica
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Samec, Joseph S. M.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction of Naphthyl and Quinolyl Alcohols with Boronic Acids2019Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 21, nr 12, s. 4782-4787Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A nickel-catalyzed C(sp(3))-C(sp(2)) Suzuki cross-coupling of arylboronic acids and (hetero)naphthyl alcohols has been developed. A Ni(dppp) Cl-2 complex showed the highest efficiency and broadest substrate scope. High functional group tolerance has been achieved where 35 compounds could be generated in good to excellent yields, including both primary and secondary benzylic alcohols. Mechanistic studies using multiple NMR techniques as well as ESI-HRMS showed that the C-O cleavage is facilitated by an activation of the benzylic alcohol through formation of a boronic ester intermediate.

  • 5.
    Alam, Rauful
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Mihai, Raducan
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Eriksson, Lars
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för material- och miljökemi (MMK), Avdelningen för oorganisk kemi och strukturkemi.
    Szabo, Kalman J.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Selective Formation of Adjacent Stereocenters by Allylboration of Ketones under Mild Neutral Conditions2013Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 15, nr 10, s. 2546-2549Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Allylboronic acids readily react with a broad variety of ketones, affording homoallylic alcohols with adjacent quaternary and tertiary stereocenters. The reaction proceeds with very high anti stereoselectivity even if the substituents of the keto group have a similar size. a-Keto acids react with syn stereoselectivity probably due to the formation of acyl boronate intermediates. The allylation reactions proceed without added acids/bases under mild conditions. Because of this, many functionalities are tolerated even with in situ generated allylboronic acids.

  • 6.
    Alamsetti, Santosh Kumar
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Persson, Andreas K. A.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Bäckvall, Jan-Erling
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Palladium-Catalyzed Intramolecular Hydroamination of Propargylic Carbamates and Carbamothioates2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 5, s. 1434-1437Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    An efficient and simple methodology was developed for the synthesis of oxazolidinones, oxazolidinthiones, imidazolidinthiones, and imidazolidinones from the corresponding propargylic starting materials using Pd(OAc)(2) and n-Bu4NOAc as catalysts in DCE at room temperature.

  • 7.
    Albers, Michael F
    et al.
    Department of Chemical Biology, Max-Planck Institute of Molecular Physiology.
    van Vliet, Bart
    Hedberg, Christian
    Amino acid building blocks for efficient Fmoc solid-phase synthesis of peptides adenylylated at serine or threonine2011Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 13, nr 22, s. 6014-6017Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The first straightforward building block based (non-interassembly) synthesis of peptides containing adenylylated serine and threonine residues is described. Key features include final global acidolytic protective group removal as well as full compatibility with standard Fmoc solid-phase peptide synthesis (SPPS). The described Thr-AMP SPPS-building block has been employed in the synthesis of the Thr-adenylylated sequence of human GTPase CDC42 (Ac-SEYVP-T(AMP)-VFDNYGC-NH(2)). Further, we demonstrate proof-of-concept for the synthesis of an Ser-adenylylated peptide (Ac-GSGA-S(AMP)-AGSGC-NH(2)) from the corresponding adenylylated serine building block.

  • 8. Amorati, Riccardo
    et al.
    Pedulli, Gian Franco
    Valgimigli, Luca
    Johansson, Henrik
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
    Engman, Lars
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
    Organochalcogen Substituents in Phenolic Antioxidants2010Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 12, nr 10, s. 2326-2329Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Little is known about the ED/EW character of organochalcogen substituents and their contribution to the O-H bond dissociation enthalpy (BDE) in phenolic compounds. A series of ortho- and para-(S,Se,Te)R-substituted phenols were prepared and investigated by EPR, IR, and computational methods. Substituents lowered the O-H BDE by >3 kcal/mol in the para position, while the ortho-effect was modest due to hydrogen bonding ( approximately 3 kcal/mol) to the O-H group.

  • 9.
    Andersson, Hans
    et al.
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Banchelin, Thomas Sainte-Luce
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Das, Pralay
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Gustafsson, Magnus
    Acadia Pharmaceuticals AB, Medeon Science Park S-20512, Malmö, Sweden.
    Olsson, Roger
    Acadia Pharmaceuticals AB, Medeon Science Park S-20512, Malmö, Sweden.
    Almqvist, Fredrik
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Complete regioselective addition of grignard reagents to pyrazine N-oxides, toward an efficient enantioselective synthesis of substituted piperazines2010Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 12, nr 2, s. 284-6Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A conceptually new one-pot strategy for the synthesis of protected substituted piperazines via the addition of Grignard reagents to pyrazine N-oxides is presented. This strategy is high yielding (33-91% over three steps), step-efficient, and fast. The synthesized N,N-diprotected piperazines are convenient to handle and allow for orthogonal deprotection at either nitrogen for selective transformations. In addition, this is a synthetic route to enantiomerically enriched piperazines by using a combination of phenyl magnesium chloride and (-)-sparteine, which resulted in enantiomeric excesses up to 83%.

  • 10.
    Arkhypchuk, Anna I.
    et al.
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - Ångström, Molekylär biomimetik.
    D'Imperio, Nicolas
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - Ångström, Molekylär biomimetik.
    Ott, Sascha
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - Ångström, Molekylär biomimetik.
    One-Pot Intermolecular Reductive Cross-Coupling of Deactivated Aldehydes to Unsymmetrically 1,2-Disubstituted Alkenes2018Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 20, nr 17, s. 5086-5089Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The phospha-Peterson reaction between a lithiated secondary phosphane, MesP(Li)TMS, and an aldehyde affords Mes-phosphaalkenes which, upon methanol addition and P-oxidation, react with a second carbonyl compound site specifically to produce unsymmetric alkenes. The E/Z selectivity of the one-pot cross coupling is largely determined by the electronic nature of the aryl substituent of the first aldehyde, with electron-donating groups giving rise to increased amounts of Z-alkenes.

  • 11.
    Arvela, Riina K
    et al.
    University of Connecticut, Department of Chemistry.
    Leadbeater, Nicholas E
    University of Connecticut, Department of Chemistry.
    Suzuki coupling of aryl chlorides with phenylboronic acid in water, using microwave heating with simultaneous cooling2005Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 7, nr 11, s. 2101-2104Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    We present here a methodology for the Suzuki coupling of aryl chlorides with phenylboronic acid using Pd/C as a catalyst, water as a solvent, and microwave heating. We show that simultaneous cooling in conjunction with microwave heating prolongs the lifetime of the aryl chloride substrates during the course of the reaction and, as a result, yields of the desired biaryl as well as overall recovery of material can be increased.

  • 12. Aydin, Juhanes
    et al.
    Larsson, Johanna M.
    Selander, Nicklas
    Szabo, Kalman J.
    Pincer Complex-Catalyzed Redox Coupling of Alkenes with Iodonium Salts via Presumed Palladium(IV) Intermediates.2009Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 11, nr 13, s. 2852-2854Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Palladium pincer complexes directly catalyze the redox coupling reactions of functionalized alkenes and iodonium salts. The catalytic process, which is suitable for mild catalytic functionalization of allylic acetates and electron-rich alkenes, probably occurs through Pd(IV) intermediates. Due to the strong metal-ligand interactions, the oxidn. of phosphine and amine ligands of the pincer complexes can be avoided in the presented reactions. [on SciFinder(R)]

  • 13.
    Aydin, Juhanes
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Larsson, Johanna M.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Selander, Nicklas
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Szabó, Kálmán J.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Pincer complex-catalyzed redox coupling of alkenes with iodonium salts via presumed palladium(IV) intermediates2009Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 11, nr 13, s. 2852-2854Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Palladium pincer complexes directly catalyze the redox coupling reactions of functionalized alkenes and iodonium salts. The catalytic process, which is suitable for mild catalytic functionalization of allylic acetates and electron-rich alkenes, probably occurs through Pd(IV) intermediates. Due to the strong metal−ligand interactions, the oxidation of phosphine and amine ligands of the pincer complexes can be avoided in the presented reactions.

  • 14.
    Barange, Deepak Kumar
    et al.
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Johnson, Magnus T.
    Cairns, Andrew G.
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Olsson, Roger
    Almqvist, Fredrik
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Regio- and Stereoselective Alkylation of Pyridine-N-oxides: Synthesis of Substituted Piperidines and Pyridines2016Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 18, nr 24, s. 6228-6231Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Regio- and stereoselective addition of alkyl Grignard reagents to pyridine-N-oxides gave C2-alkylated N-hydroxy-1,2,5,6-tetrahydropyridines and trans-2,3-disubstituted N-hydroxy-1,2,5,6-tetrahydropyridines in good to excellent yields. These intermediates were aromatized or alternatively reduced in one-pot methodologies for efficient syntheses of alkylpyridines or piperidines, respectively. These reactions have a broad substrate scope and short reaction times.

  • 15.
    Bartoszewicz, Agnieszka
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Martín-Matute, Belén
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Building molecular complexity via tandem Ru-catalyzed isomerization/C-H activation2009Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 11, nr 8, s. 1749-1752Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A tandem isomerization/C-H activation of allylic alcohols was performed using a catalytic amount of RUCl(2)(PPh(3))(3). A variety of ortho alkylated ketones have been obtained in excellent yields. This tandem process relies on an in situ generation of a carbonyl functional group that directs the ortho C-H bond activation.

  • 16. Beauseigneur, Alice
    et al.
    Ericsson, Cecilia
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
    Renaud, Philippe
    Schenk, Kurt
    B-Alkylcatecholborane-Mediated Tandem Radical Conjugated Addition-Aldol Cyclization2009Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 11, nr 16, s. 3778-3781Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A one-pot procedure involving radical conjugate addition of B-alkylcatecholboranes to enones followed by intramolecular aldol reaction is reported. Application to the stereoselective synthesis of monocyclic and bicyclic products with up to four contiguous stereogenic centers is presented.

  • 17. Belda, O.
    et al.
    Lundgren, S.
    Moberg, Christina
    KTH, Tidigare Institutioner                               , Kemi.
    Recoverable resin-supported pyridylamide ligand for microwave-accelerated molybdenum-catalyzed asymmetric allylic alkylations: Synthesis of baclofen2003Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 5, nr 13, s. 2275-2278Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The syntheses of a series of 4-monosubstituted pyridylamides and a resin-supported pyridylamide are described. The ligands were evaluated in the microwave-accelerated molybdenum-catalyzed asymmetric allylic alkylation. The reaction afforded the product in high yield and with high regio- and enantioselectivity. The heterogeneous ligand could be reused several times with no change in the reaction outcome. The asymmetric allylic alkylation was employed as the key step in the enantioselective synthesis of (R)-baclofen.

  • 18.
    Belhomme, Marie-Charlotte
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Wang, Dong
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Szabó, Kálmán J.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Formation of C(sp(3))-C(sp(3)) Bonds by Palladium Catalyzed Cross-Coupling of alpha-Diazoketones and Allylboronic Acids2016Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 18, nr 10, s. 2503-2506Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Palladium catalyzed cross-coupling of allylboronic acids with a-diazoketones was studied. The reaction selectively affords the linear allylic product. The reaction proceeds with formation of a new C(sp(3))-C(sp(3)) bond. The reaction was performed without an external oxidant, likely without the Pd-catalyst undergoing redox reactions.

  • 19. Bengtson, A
    et al.
    Hallberg, A
    Larhed, M
    Fast synthesis of aryl triflates with controlled microwave heating2002Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 4, nr 7, s. 1231-1233Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    [GRAPHICS] Synthesis of aryl triflates from phenols using N-phenyltriflimide requires only 6 min for completion when conducted with controlled microwave heating. The methodology was applied to both solution- and solid-phase conditions. Ten different aryl triflates were synthesized and isolated in good yields. Applications in high-throughput chemistry are suggested.

  • 20.
    Bogár, Krisztián
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Hoyos Vidal, Pilar
    Alcántara León, Andrés R.
    Bäckvall, Jan-E.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Chemoenzymatic Dynamic Kinetic Resolution of Allylic Alcohols: A Highly Enantioselective Route to Acyloin Acetates2007Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 9, nr 17, s. 3401-3404Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Dynamic kinetic resolution (DKR) of a series of sterically hindered allylic alcohols has been conducted with Candida antarctica lipase B (CALB) and ruthenium catalyst 1. The optically pure allylic acetates obtained were subjected to oxidative cleavage to give the corresponding acylated acyloins in high yields without loss of chiral information.

  • 21.
    Borhade, Sanjay R.
    et al.
    Uppsala universitet, Medicinska och farmaceutiska vetenskapsområdet, Farmaceutiska fakulteten, Institutionen för läkemedelskemi, Avdelningen för organisk farmaceutisk kemi.
    Sandström, Anja
    Uppsala universitet, Medicinska och farmaceutiska vetenskapsområdet, Farmaceutiska fakulteten, Institutionen för läkemedelskemi, Avdelningen för organisk farmaceutisk kemi.
    Arvidsson, Per I.
    Uppsala universitet, Medicinska och farmaceutiska vetenskapsområdet, Farmaceutiska fakulteten, Institutionen för läkemedelskemi, Avdelningen för organisk farmaceutisk kemi.
    Synthesis of Novel Aryl and Heteroaryl Acyl Sulfonimidamides via Pd-Catalyzed Carbonylation Using a Nongaseous Precursor2013Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 15, nr 5, s. 1056-1059Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Hitherto unexplored aryl and heteroaryl acyl sulfonimidamides have been prepared through the development of a new Pd-catalyzed carbonylation protocol. This novel methodology, employing sulfonimidamides as nucleophiles and CO gas ex situ released from solid Mo(CO)(6) in a sealed two-chamber system, yields a wide range of carbamate protected acyl sulfonimidamides in good to excellent yields.

  • 22.
    Cadu, Alban
    et al.
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC, Syntetisk organisk kemi.
    Watile, Rahul
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC.
    Biswas, Srijit
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC.
    Orthaber, Andreas
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - Ångström.
    Sjöberg, Per J
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC, Analytisk kemi.
    Samec, Joseph
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC, Syntetisk organisk kemi.
    One-Pot Synthesis of Keto Thioethers by Palladium/Gold-Catalyzed Click and Pinacol Reactions2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 21, s. 5556-5559Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    An atom-efficient synthesis of keto thioethers was devised via tandem gold/palladium catalysis. The reaction proceeds through a regioselective thiol attack at the β-position of the alcohol, followed by an alkyl, aryl, or benzyl 1,2-shift. Both acyclic and cyclic systems were studied, in the latter case leading to the ring expansion of cyclic substrates.

  • 23.
    Cheruku, Pradeep
    et al.
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
    Gohil, Suresh
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
    Andersson, Pher
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för biokemi och organisk kemi.
    Asymmetric Hydrogenation of Enol Phosphinates by Iridium Catalysts Having N, P Ligands2007Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 9, nr 9, s. 1659-1661Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Enol phosphinates, which are structural analogues of enol acetates, have for the first time been employed as substrates for Ir-catalyzed asymmetric hydrogenation. A number of enol phosphinates have been synthesized and reduced successfully with up to and above 99% ee.

  • 24.
    Das, Arindam
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Alam, Rauful
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Eriksson, Lars
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för material- och miljökemi (MMK), Avdelningen för oorganisk kemi och strukturkemi.
    Szabó, Kálmán J.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Stereocontrol in Synthesis of Homoallylic Amines. Syn Selective Direct Allylation of Hydrazones with Allylboronic Acids2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 14, s. 3808-3811Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Allylboronic acids directly react with acyl hydrazones, affording homoallylic amine derivatives. The reaction proceeds with very high syn selectivity, which is the opposite of the stereochemistry observed for allylboration of imines. The reaction can be carried out with both aromatic and aliphatic acyl hydrazones. Based on our studies the excellent syn stereochemistry can be explained by chelation control of the acyl hydrazone and the B(OH)(2) moiety.

  • 25.
    Das, Arindam
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Wang, Dong
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Belhomme, Marie-Charlotte
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Szabó, Kálmán J.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Copper-Catalyzed Cross-Coupling of Allylboronic Acids with alpha-Diazoketones2015Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 17, nr 19, s. 4754-4757Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Copper-catalyzed cross-coupling of substituted allylboronic acids with alpha-diazoketones was studied. This allylation reaction is highly regioselective, providing the branched allylic product. The process involves creation of a new C(sp(3))-C(sp(3)) bond by retaining the keto functional group of the alpha-diazoketone precursor.

  • 26. Dasari, Bhanudas
    et al.
    Jogula, Srinivas
    Borhade, Ramdas
    Balasubramanian, Sridhar
    Chandrasekar, Gayathri
    Södertörns högskola, Institutionen för naturvetenskap, miljö och teknik.
    Kitambi, Satish Srinivas
    Södertörns högskola, Institutionen för naturvetenskap, miljö och teknik. Karolinska Institute.
    Arya, Prabhat
    Macrocyclic Glycohybrid Toolbox Identifies Novel Antiangiogenesis Agents from Zebrafish Assay2013Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 15, nr 3, s. 432-435Artikkel i tidsskrift (Annet vitenskapelig)
    Abstract [en]

    A practical and modular approach to obtain a diverse set of 14-membered macrocyclic compounds from carbohydrates is developed that utilizes functional groups at C-1 and C-5. The evaluation of this toolbox in various zebrafish assays led to the identification of 2.7f as an antianglogenesis agent.

  • 27.
    Dey, Chandan
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Lindstedt, Erik
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Olofsson, Berit
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi. Wallenberg Research Centre at Stellenbosch University, South Africa.
    Metal-Free C-Arylation of Nitro Compounds with Diaryliodonium Salts2015Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 17, nr 18, s. 4554-4557Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    An efficient, mild, and metal-free arylation of nitro-alkanes with diaryliodonium salts has been developed, giving easy access to tertiary nitro compounds. The reaction proceeds in high yields without the need for excess reagents and can be extended to alpha-arylation of nitroesters. Nitroalkanes were selectively C-arylated in the presence of other easily arylated functional groups, such as phenols and aliphatic alcohols.

  • 28. Enquist, P A
    et al.
    Nilsson, P
    Larhed, M
    Ultrafast chemistry: Cobalt carbonyl-mediated synthesis of diaryl ketones under microwave irradiation2003Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 5, nr 25, s. 4875-4878Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    [GRAPHICS] By combining the advantages of metal activation, in situ carbon monoxide delivery, and microwave heating, benzophenones were efficiently synthesized in 6-10 s. These ultrafast carbonylation reactions occur under air by flash heating of aryl iodides in the presence of dicobalt octacarbonyl.

  • 29.
    Frölander, Anders
    et al.
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Moberg, Christina
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Ag+-Assisted Hydrosilylation: Complementary Behavior of Rh and Ir Catalysts (Reversal of Enantioselectivity)2007Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 9, nr 7, s. 1371-1374Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The presence of a suitably situated hydroxy function in a PHOX ligand leads to an enhancement of the enantioselectivity in Rh-catalyzed hydrosilylations of prochiral ketones in the presence of AgBF4 (95% ee for acetophenone as compared to 75% using i-Pr-phosphinooxazoline (PHOX)). Exchanging Rh for Ir affords the product with the opposite absolute configuration (78% ee).

  • 30.
    Geng, Xue-Li
    et al.
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för fotokemi och molekylärvetenskap, Molekylär biomimetik.
    Hu, Qi
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för fotokemi och molekylärvetenskap, Molekylär biomimetik.
    Schäfer, Bernhard
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för fotokemi och molekylärvetenskap, Molekylär biomimetik.
    Ott, Sascha
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för fotokemi och molekylärvetenskap, Molekylär biomimetik.
    Phosphaalkenes in pi-conjugation with Acetylenic Arenes2010Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 12, nr 4, s. 692-695Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Phosphaalkene inclusion at the periphery of acetylenic arenes results in decreased band gaps of the title compounds as verified by spectroscopic and electrochemical techniques. The electronic coupling between two 1-phosphahex-l-ene-3,5-diyne units is mediated by all paral-substituted arenes and Increases from 4b to 4d.

  • 31.
    Gerdin, Martin
    et al.
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Moberg, Christina
    KTH, Skolan för kemivetenskap (CHE), Kemi, Organisk kemi.
    Ni-Catalyzed Si-B Addition to 1,3-Dienes: Disproportionation in Lieu of Silaboration2006Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 8, nr 14, s. 2929-2932Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Upon attempted silaboration of acyclic 1- and 1,4-substituted 1,3-dienes, a new disproportionation reaction was discovered, yielding 1:1 mixtures of allylsilanes and dienylboranes. It was demonstrated that, as a key step in this new catalytic process, hydrogen is being transferred from one diene moiety to another.

  • 32.
    Ghosh, Raju
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Olofsson, Berit
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Metal-Free Synthesis of N-Aryloxyimides and Aryloxyamines2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 6, s. 1830-1832Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    N-Hydroxyphthalimide and N-hydroxysuccinimide have been arylated with diaryliodonium salts to provide N-aryloxyimides in excellent yields in short reaction times. A novel hydrolysis under mild and hydrazine-free conditions yielded aryloxyamines, which are valuable building blocks in the synthesis of oxime ethers and benzofurans.

  • 33.
    Gigant, Nicolas
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Bäckvall, Jan-Erling
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Access to Cinnamyl Derivatives from Arenes and Allyl Esters by a Biomimetic Aerobic Oxidative Dehydrogenative Coupling2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 6, s. 1664-1667Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    An efficient biomimetic aerobic oxidative dehydrogenative alkenylation of arenes with allyl esters is presented. The reaction proceeds under an ambient pressure of oxygen with relatively low catalyst loading of palladium acetate, employing catalytic amounts of electron-transfer mediators (ETMs). This study represents a new environmentally friendly method for the synthesis of cinnamyl derivatives.

  • 34.
    Gigant, Nicolas
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Bäckvall, Jan-Erling
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Aerobic Direct C-H Arylation of Nonbiased Olefins2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 17, s. 4432-4435Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    An efficient ligand-promoted biomimetic aerobic oxidative dehydrogenative cross-coupling between arenes and nonbiased olefins is presented. Acridine as a ligand was found to significantly enhance the rate, the yield, and the scope of the reaction under ambient oxygen pressure, providing a variety of alkenylarenes via an environmentally friendly procedure.

  • 35. Grigalunas, Michael
    et al.
    Ankner, Tobias
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC, Fysikalisk-organisk kemi.
    Norrby, Per-Ola
    Wiest, Olaf
    Helquist, Paul
    Palladium-Catalyzed Alkenylation of Ketone Enolates under Mild Conditions2014Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, nr 15, s. 3970-3973Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A protocol for a mild, catalytic, intermolecular alkenylation of ketone enolates has been developed using a Pd/Q-Phos catalyst. Efficient intermolecular coupling of a variety of ketones with alkenyl bromides was achieved with a slight excess of LiHMDS and temperatures down to 0 degrees C.

  • 36. Hernández-Toribio, Jorge
    et al.
    Gómez Arrayás, Ramón
    Martín-Matute, Belén
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Carretero, Juan C.
    Catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with α,β-unsaturated ketones2009Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 11, nr 2, s. 393-396Artikkel i tidsskrift (Fagfellevurdert)
  • 37. Holmquist, M.
    et al.
    Berglund, Per
    KTH, Skolan för bioteknologi (BIO), Biokemi (stängd 20130101).
    Creation of a synthetically useful lipase with higher than wild-type enantioselectivity and maintained catalytic activity1999Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 1, nr 5, s. 763-765Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Formula presented Wild type I: 89.9% ee (E=32) Wild type II: 79.8% ee (E=10) Lipase hybrid: 95.4% ee (E=54) We have found that two Geotrichum candidum lipase isozymes have remarkably different abilities to differentiate between enantiomers of ethyl 2-methyldecanoate. By rational recombination of selected portions of the two isozymes, we have created a novel lipase with an enantioselectivity superior to that of the best wild-type parent isozyme. Site-directed mutagenesis identified two key amino acid residues responsible for the improved enantioselectivity without compromised total activity of the reengineered enzyme.

  • 38.
    Hsieh, Yves S. Y.
    et al.
    University of Sydney, Australia.
    Wilkinson, Brendan L.
    O'Connell, Mitchell R.
    Mackay, Joel P.
    Matthews, Jacqueline M.
    Payne, Richard J
    Synthesis of the bacteriocin glycopeptide sublancin 168 and S-glycosylated variants2012Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 14, nr 7, s. 1910-3Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The synthesis of sublancin 168, a unique S-glucosylated bacteriocin antibiotic, is described. The natural product and two S-glycosylated variants were successfully prepared via native chemical ligation followed by folding. The synthetic glycopeptides were shown to possess primarily an α-helical secondary structure by CD and NMR studies.

  • 39. Huang, Genping
    et al.
    Diner, Colin
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Szabó, Kálmán J.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Himo, Fahmi
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Mechanism and Stereoselectivity of the BINOL-Catalyzed Allylboration of Skatoles2017Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, nr 21, s. 5904-5907Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Density functional theory calculations have been performed to investigate the binaphthol-catalyzed allylboration of skatoles. The high stereoselectivity observed for the reaction is reproduced well by the calculations and was found to be mainly a result of steric repulsions in the corresponding Zimmerman-Traxler transition states. The role of the additive MeOH in enhancing the stereoselectivity was also investigated and is suggested to promote the formation of less reactive allylboronic ester intermediates, thereby suppressing the formation of allylboroxine species, which undergo the facile racemic background reaction.

  • 40.
    Hussain, Munawar
    et al.
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Banchelin, Thomas Sainte-Luce
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Andersson, Hans
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Olsson, Roger
    Almqvist, Fredrik
    Umeå universitet, Teknisk-naturvetenskapliga fakulteten, Kemiska institutionen.
    Enantioselective synthesis of substituted piperidines by addition of aryl Grignard reagents to pyridine N-oxides2013Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 15, nr 1, s. 54-57Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The synthesis of optically active piperidines by enantioselective addition of aryl Grignard reagents to pyridine N-oxides and lithium binolate followed by reduction is reported for the first time. The reaction results in high yields (51-94%) in combination with good ee (54-80%). Some of these products were subsequently recrystallized, affording enhanced optical purities (>99% ee).

  • 41.
    Jalalian, Nazli
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Ishikawa, Eloisa E.
    Silva Jr., Luiz F.
    Olofsson, Berit
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Room temperature, metal-free synthesis of diaryl ethers with use of diaryliodonium salts2011Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 13, nr 6, s. 1552-1555Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A fast, high-yielding synthesis of diaryl ethers with use of mild and metal-free conditions has been developed. The scope includes bulky orthosubstituteddiaryl ethers, which are difficult to obtain by metal-catalyzed protocols. Halo-substituents, racemization-prone amino acid derivatives,and heteroaromatics are also tolerated. The methodology is expected to be of high utility in the synthesis of complex molecules and in thepharmaceutical industry.

  • 42.
    Janson, Pär G.
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Ghoneim, Ibrahim
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Ilchenko, Nadia O.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Szabó, Kálmán J.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Electrophilic Trifluoromethylation by Copper-Catalyzed Addition of CF3-Transfer Reagents to Alkenes and Alkynes2012Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 14, nr 11, s. 2882-2885Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    Regio- and stereoselective Cu-catalyzed addition of the above hypervalent iodine reagent to alkynes and alkenes was achieved. In the presence of Cul, the reaction is suitable to perform trifluoromethyl-benzoyloxylation and trifluoromethyl-halogenation of alkenes and alkynes. Electron-donating substituents accelerate the process, and alkenes react faster than alkynes emphasizing the electrophilic character of the addition reaction.

  • 43.
    Jiang, Min
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Jiang, Tuo
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Bäckvall, Jan-E.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Palladium-Catalyzed Oxidative Diarylating Carbocyclization of Enynes2012Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 14, nr 13, s. 3538-3541Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A mild and efficient palladium-catalyzed oxidative diarylating carbocyclization of enynes is described. The reaction tolerates a range of functionalized arylboronic acids to give diarylated products in good yields. Control experiments suggest that the reaction starts with an arylpalladation of the alkyne, followed by carbocyclization, transmetalation, and reductive elimination to afford the diarylated product.

  • 44.
    Jiang, Tuo
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Persson, Andreas K. A.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Bäckvall, Jan-E.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Palladium-Catalyzed Oxidative Carbocyclization/Arylation of Enallenes2011Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 13, nr 21, s. 5838-5841Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A stereoselective palladium-catalyzed oxidative carbocyclization/arylation of enallenes is described. The reaction shows wide tolerance toward highly functionalized arylboronic acids and results In a cis addition of two carbon moieties to an olefin in good to excellent yields.

  • 45.
    Kalek, Marcin
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Johansson, Tommy
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Jezowska, Martina
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Stawinski, Jacek
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Palladium-catalyzed propargylic substitution with phosphorus nucleophiles: efficient, stereoselective synthesis of allenylphosphonates and related compounds2010Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 12, nr 20, s. 4702-4704Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A new, efficient method is developed, based on a palladium(0)-catalyzed reaction of propargylic derivatives with various phosphorus nucleophiles, to produce allenylphosphonates and their analogues with defined stereochemistry in the allenic and the phosphonate moiety. 

  • 46.
    Kalek, Marcin
    et al.
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Ziadi, Asraa
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Stawinski, Jacek
    Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
    Microwave-assisted palladium-catalyzed cross-coupling of aryl and vinyl halides with H-phosphonate diesters2008Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 10, nr 20, s. 4637-4640Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    A general and efficient method for the microwave-assisted formation of the C−P bond was developed. Using a prevalent palladium catalyst, Pd(PPh3)4, a quantitative cross-coupling of various H-phosphonate diesters with aryl and vinyl halides was achieved in less than 10 min. The reactions occurred with retention of configuration at the phosphorus center and in the vinyl moiety. Using this protocol, several C-phosphonates, including those bearing nucleoside and cholesteryl moieties, were prepared in high yields.

  • 47.
    Kathiravan, Subban
    et al.
    Linnaeus Univ, Dept Chem & Biomed Sci, Bioorgan & Biophys Chem Lab, SE-39182 Kalmar, Sweden.;Linnaeus Univ, Ctr Biomat Chem, SE-39182 Kalmar, Sweden..
    Nicholls, Ian A.
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC. Linnaeus Univ, Dept Chem & Biomed Sci, Bioorgan & Biophys Chem Lab, SE-39182 Kalmar, Sweden.;Linnaeus Univ, Ctr Biomat Chem, SE-39182 Kalmar, Sweden..
    Cobalt Catalyzed, Regioselective C(sp(2))-H Activation of Amides with 1,3-Diynes2017Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, nr 18, s. 4758-4761Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The development of a first row transition metal (cobalt)-based catalyst for the as yet unexplored CH activation-driven reaction of 1,3-diynes, themselves a functional class of interest in a range of application areas, to form isoquinolinonesan important structural motif in a number of biologically active substancesis presented. This versatile and inexpensive catalyst employs a covalently attached bidendate-directing group, 8-aminoquinoline. The template directs the CH activation and facilitates the synthesis of a wide range of alkynylated heterocycles under mild conditions and with excellent regioselectivity. This strategy provides a novel and efficient route to diverse heterocyclic frameworks as demonstrated by its late stage application in bisheterocycle syntheses.

  • 48. Kathiravan, Subban
    et al.
    Nicholls, Ian A.
    Uppsala universitet, Teknisk-naturvetenskapliga vetenskapsområdet, Kemiska sektionen, Institutionen för kemi - BMC.
    Palladium Catalyzed Vinyltrifluoromethylation of Aryl Halides through Decarboxylative Cross-Coupling with 2-(Trifluoromethyl)acrylic Acid2015Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 17, nr 8, s. 1874-1877Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    An efficient Pd-catalyzed stereoselective vinyltrifluoromethylation of aryl halides, through decarboxylative cross-coupling with 2-(trifluoromethyl)acrylic acid is described. The ready availability of the starting materials, the high level of functional group tolerance, and excellent E/Z selectivity make this protocol a safe and operationally convenient strategy for efficient synthesis of vinyltrifluoromethyl derivatives.

  • 49.
    Kathiravan, Suppan
    et al.
    Linnéuniversitetet, Fakulteten för Hälso- och livsvetenskap (FHL), Institutionen för kemi och biomedicin (KOB).
    Nicholls, Ian A.
    Linnéuniversitetet, Fakulteten för Hälso- och livsvetenskap (FHL), Institutionen för kemi och biomedicin (KOB). Uppsala University.
    Cobalt Catalyzed, Regioselective C(sp(2))-H Activation of Amides with 1,3-Diynes2017Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, nr 18, s. 4758-4761Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    The development of a first row transition metal (cobalt)-based catalyst for the as yet unexplored CH activation-driven reaction of 1,3-diynes, themselves a functional class of interest in a range of application areas, to form isoquinolinonesan important structural motif in a number of biologically active substancesis presented. This versatile and inexpensive catalyst employs a covalently attached bidendate-directing group, 8-aminoquinoline. The template directs the CH activation and facilitates the synthesis of a wide range of alkynylated heterocycles under mild conditions and with excellent regioselectivity. This strategy provides a novel and efficient route to diverse heterocyclic frameworks as demonstrated by its late stage application in bisheterocycle syntheses.

  • 50.
    Kathiravan, Suppan
    et al.
    Linnéuniversitetet, Fakulteten för Hälso- och livsvetenskap (FHL), Institutionen för kemi och biomedicin (KOB).
    Nicholls, Ian A.
    Linnéuniversitetet, Fakulteten för Hälso- och livsvetenskap (FHL), Institutionen för kemi och biomedicin (KOB). Uppsala university.
    Palladium Catalyzed Vinyltrifluoromethylation of Aryl Halides through Decarboxylative Cross-Coupling with 2-(Trifluoromethyl)acrylic Acid2015Inngår i: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 17, s. 1874-1877Artikkel i tidsskrift (Fagfellevurdert)
    Abstract [en]

    An efficient Pd-catalyzed stereoselective vinyltrifluoromethylation of aryl halides, through decarboxylative cross-coupling with 2-(trifluoromethyl)acrylic acid is described. The ready availability of the starting materials, the high level of functional group tolerance, and excellentE/Z selectivity make this protocol a safe and operationally convenient strategy for efficient synthesis of vinyltrifluoromethyl derivatives.

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