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  • 1.
    Andersson, Pher
    et al.
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Bäckvall, Jan-E.
    Palladium-Catalyzed Tandem Cyclization of 4,6- and 5,7-Diene Amides. A New Route towards the Pyrrolizidine and Indolizidine Alkaloids1992In: J. Am. Chem. Soc., Vol. 114, no 22, p. 8696-8698Article in journal (Refereed)
  • 2. Bäckvall, Jan-E.
    et al.
    Andersson, Pher
    Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry I.
    Intramolecular Palladium-Catalyzed 1,4-Addition to Conjugated Dienes. Stereoselective Synthesis of Fused Tetrahydrofurans and Tetrahydropyrans1992In: J. Am. Chem. Soc, Vol. 114, no 16, p. 6374-6381Article in journal (Refereed)
  • 3.
    Leijonmarck, Hans K. E.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Studies on the intramolecular Claisen condensation and related reactions1992Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    Intramolecular Claisen or Claisen-like condensations of ß-acetoxy esters, amides or imides to ß-keto-5-lactones are described. Two compounds which can give either this reaction or the analogous reaction to y-lactone prefer to give the latter. Highly diastereoselective hydrogenations of enol ether derivatives of ß-keto-6-lactones over Pd are described. A concise synthesis of a natural 5-lactone, (2S,5R)-2- methyl-5-hexanolide, in enantiomerically pure form is presented.

  • 4.
    Mickos, Henrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Structural and synthetic studies on peptide analogues to the cell adhesive sequence RGD (Arg-Gly-Asp)1992Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    Fibronectin is a cell adhesive protein with many different biological functions. The cell adhesive properties have been ascribed on a small polypeptide sequence RGD (Arginine-Glycine-Aspartic acid) also found in other cell adhesive proteins. Linear analogues of this sequence have been studied with conventional NMR methods and molecular modeling with potential functions.

    For a decapeptide two different conformations have been separately studied revealing secondary structure compatible with previous observations in the field. In addition a convenient method to synthesize polypeptides on solid phase with ccMe-Ser have been developed.  

  • 5.
    Ritzén, Helena
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Syntheses of naturally occurring fatty acid esters of sucrose and heptose-containing oligosaccharides found in the Salmonella Ra core1992Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    Nine sucrose esters, acylated in the glucopyranosyl moiety, have been synthesized from the same precursor, 3-0-allyl-3',4',6'-tri-0-benzyl-4,6-0- (4-metoxybenzylidene)sucrose. The sucrose esters synthesized include the major compounds found in tobacco and potato plants, i. e., 6-0-acetyl-2,3,4- tri-0-[3-(S)-methylpentanoyl]sucrose and 2,3-di-0-isobutyryl-6-0- decanoylsucrose.

    Synthesis of the trisaccharide 2-(4-trifluoracetamidophenyl)ethyl 0-(Lglycero- a-D-manno-heptopyTanosyl)-(l->7)-0-(L-glycero-a-D-mannoheptopyranosyl)-( l -»3)-L-g/ycero-a-D-/nanno-heptopyranoside is described. While still protected, this oligosaccharide is suitable for further reactions. Using this strategy, a tetra-, a penta- and a hexasaccharide, all containing the same triheptoside, were synthesized. All oligosaccharides correspond to stmctures found in the Salmonella Ra core.

  • 6.
    Tejbrant, Jan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    An approach to the synthesis of O-glycopeptides1992Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    Synthesis of glycopeptides using a solid phase technique has been performed. The preparation of suitably protected glycosylated amino acids and the successful use of these derivatives in solid phase synthesis of two glycopeptides are described. The target molecules were the minimal epitope of the monoclonal antibody FDC6 towards oncofetal human Fibronectin, and a glycosylated cyclic peptide related to the first loop of the EGFlike domain of bovine factor IX.

  • 7.
    Thelin, Mats
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Nucleoside H-phosphonates and H-phosphonothioates: some chemical and stereochemical studies1992Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    Phosphonic acid's reaction towards sterically hindered acyl chlorides has been investigated. A new synthetic method for the synthesis of nucleoside Hphosphonate monoesters has been developed. Furthermore, a method for the synthesis of nucleoside H-phosphonothioate monoesters has also been developed. Some chemical and stereochemical aspects of ribonucleoside Hphosphonate and H-phosphonothioate synthesis have been studied. Three new reagents are described, which oxidize nucleoside H-phosphonates and Hphosphonothioates into corresponding phosphates, thiophosphates and selenophosphates.

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