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Direct Regiospecific and Highly Enantioselective Intermolecular α-Allylic Alkylation of Aldehydes by a Combination of Transition-Metal and Chiral Amine Catalysts
Vise andre og tillknytning
2012 (engelsk)Inngår i: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 18, nr 10, s. 2972-2977Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

The first direct intermolecular regiospecific and highly enantioselective a-allylic alkylation of linear aldehydes by a combination of achiral bench-stable Pd0 complexes and simple chiral amines as co-catalysts is disclosed. The co-catalytic asymmetric chemoselective and regiospecific a-allylic alkylation reaction is linked in tandem with in situ reduction to give the corresponding 2-alkyl alcohols with high enantiomeric ratios (up to 98:2 e.r.; e.r.=enantiomeric ratio). It is also an expeditious entry to valuable 2-alkyl substituted hemiacetals, 2-alkyl-butane-1,4-diols, and amines. The concise co-catalytic asymmetric total syntheses of biologically active natural products (e.g., Arundic acid) are disclosed.

sted, utgiver, år, opplag, sider
2012. Vol. 18, nr 10, s. 2972-2977
Emneord [en]
aldehydes, allylation, asymmetric catalysis, co-catalysis, transition metals
HSV kategori
Identifikatorer
URN: urn:nbn:se:su:diva-76269DOI: 10.1002/chem.201103366ISI: 000300837100028OAI: oai:DiVA.org:su-76269DiVA, id: diva2:527421
Merknad
5Tilgjengelig fra: 2012-05-21 Laget: 2012-05-10 Sist oppdatert: 2017-12-07bibliografisk kontrollert

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