Organocatalytic enantioselective cascade Michael-Aldol condensation reactions: Efficient assembly of densely functionalized chiral cyclopentenes

被引：79

作者：

Wang, Jian ^{[1
]}

Li, Hao ^{[1
]}

Xie, Hexin ^{[1
]}

Zu, Liansuo ^{[1
]}

Shen, Xu ^{[2
,3
]}

Wang, Wei ^{[1
,2
]}

机构：

[1] Univ New Mexico, Dept Chem & Biol Chem, Albuquerque, NM 87131 USA

[2] Chinese Acad Sci, Shanghai Inst Mat Med, Dept Pharmacol, State Key Lab Drug Res, Shanghai 201203, Peoples R China

[3] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 47期

关键词：

cascade reactions; cyclopentenes; aldehydes; Michael-aldol reaction; organocatalysis;

D O I：

10.1002/anie.200703163

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A cascade of possibility: A novel and highly enantioselective cascade Michael-aldol condensation reaction of α,β-unsaturated aldehydes with dimethyl malonate aldehyde has been developed. The process, efficiently catalyzed by a simple chiral diphenylprolinol TES ether, serves as a powerful approach to the preparation of highly functionalized chiral cyclopentenes with the formation of two new C-C bonds. TES = triethylsilyl. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：9050 / 9053

页数：4

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