Organocatalytic enantioselective nucleophilic vinylic substitution

被引：100

作者：

Poulsen, Thomas B. ^{[1
]}

Bernardi, Luca ^{[1
]}

Bell, Mark ^{[1
]}

Jorgensen, Karl Anker ^{[1
]}

机构：

[1] Aarhus Univ, Dept Chem, Ctr Catalysis, Danish Natl Res Fdn, DK-8000 Aarhus C, Denmark

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 39期

关键词：

addition-elimination; asymmetric synthesis; organocatalysis; phase-transfer catalysis; vinylation;

D O I：

10.1002/anie.200602275

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) The clash of hybridizations: A tailored phase-transfer organocatalyst merges sp3-and sp2- hybridized carbon atoms by catalyzing the first enantioselective vinylic substitution (see scheme; EWG = electron-withdrawing group). The method provides access to optically active compounds possessing vinyl-substituted quaternary stereocenters with control of the alkene configuration. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6551 / 6554

页数：4

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