In Situ Enamine Activation in Aqueous Salt Solutions: Highly Efficient Asymmetric Organocatalytic Diels-Alder Reaction of Cyclohexenones with Nitroolefins

被引：96

作者：

Xu, Dan-Qian ^{[1
]}

Xia, Ai-Bao ^{[1
]}

Luo, Shu-Ping ^{[1
]}

Tang, Jie ^{[1
]}

Zhang, Shuai ^{[1
]}

Jiang, Jun-Rong ^{[1
]}

Xu, Zhen-Yuan ^{[1
]}

机构：

[1] Zhejiang Univ Technol, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou, Zhejiang, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 21期

关键词：

asymmetric catalysis; bicyclic systems; Diels-Alder reaction; organocatalysis; water chemistry; SIMPLE ALPHA; BETA-UNSATURATED KETONES; DIARYLPROLINOL SILYL ETHER; DIRECT ALDOL REACTIONS; CHIRAL BRONSTED ACID; ENANTIOSELECTIVE SYNTHESIS; MICHAEL ADDITION; WATER; CATALYSIS; ALDEHYDES; ACCELERATION;

D O I：

10.1002/anie.200900269

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Deep-sea Diels-Alder: The asymmetric organocatalytic Diels-Alder reaction of cyclohexenones with aromatic nitroolefins can be carried out in seawater and brine. The reaction proceeds by an in situ enamine activation involving a one-step concerted addition pathway (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3821 / 3824

页数：4

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