A chiral primary amine thiourea catalyst for the highly enantioselective direct conjugate addition of α,α-disubstituted aldehydes to nitroalkenes

被引：361
|
作者：
Lalonde, Mathieu P. [1 ]
Chen, Yonggang [1 ]
Jacobsen, Eric N. [1 ]
机构：
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 38期
关键词：
amines; asymmetric catalysis; conjugate addition; organocatalysis;
D O I：
10.1002/anie.200602221
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Dual activation: The bifunctional primary amine thiourea catalyst 1 promotes the highly enantioselective direct conjugate addition of α-branched aldehydes to nitroalkenes (see scheme). Cooperative activation of both the nucleophile and electrophile allows the use of mild reaction conditions and provides access to a wide variety of adducts with vicinal quaternary and tertiary stereogenic centers (>90% ee). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
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收藏
页码：6366 / 6370
页数：5
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