Enantioselective one-pot organocatalytic michael addition/gold-catalyzed tandem acetalization/cyclization

Belot, Sebastian Pascal; Vogt, Kim A.; Besnard, Céline; Krause, Norbert; Alexakis, Alexandre

doi:10.1002/anie.200903905

Scientific article

English

Enantioselective one-pot organocatalytic michael addition/gold-catalyzed tandem acetalization/cyclization

ContributorsBelot, Sebastian Pascal; Vogt, Kim A.; Besnard, Céline; Krause, Norbert; Alexakis, Alexandre

Published inAngewandte Chemie, vol. 48, no. 47, p. 8923-8926

Publication date2009

Abstract

A one-pot process consisting of a Michael addition to a nitroenyne and a subsequent acetalization/cyclization is reported (see scheme; TMS=trimethylsilyl), which results in the formation of nitro-substituted tetrahydrofuranyl ethers with high diastereo- and enantioselectivities. Organocatalysis and gold catalysis are compatible and complementary in a one-pot process.

Affiliation

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

BELOT, Sebastian Pascal et al. Enantioselective one-pot organocatalytic michael addition/gold-catalyzed tandem acetalization/cyclization. In: Angewandte Chemie, 2009, vol. 48, n° 47, p. 8923–8926. doi: 10.1002/anie.200903905

Article (Published version)

Identifiers

PID : unige:8103
DOI : 10.1002/anie.200903905
PMID : 19847839

ISSN of the journal1433-7851

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Enantioselective one-pot organocatalytic michael addition/gold-catalyzed tandem acetalization/cyclization

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