Di(methylimidazole)prolinol Silyl Ether Catalyzed Highly Michael Addition of Aldehydes to Nitroolefins in Water

被引：65

作者：

Wu, Jianbin ^{[1
]}

Ni, Bukuo ^{[1
]}

Headley, Allan D. ^{[1
]}

机构：

[1] Texas A&M Univ, Dept Chem, Commerce, TX 75429 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 15期

关键词：

DIRECT ALDOL REACTION; ASYMMETRIC ORGANOCATALYST; PYRROLIDINE SULFONAMIDE; BETA-NITROSTYRENES; ORGANIC-REACTIONS; ACID CATALYSTS; KETONES; PROLINE;

D O I：

10.1021/ol901204b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new pyrrolidine-based organocatalyst for asymmetric reactions has been developed and shown to be a very effective catalyst for the Michael reaction involving various nitroolefins and aldehydes in water. This design is based on the introduction of a hydrophilic group into the pyrrolidine side chain. This catalyst, di(methylimidazole)prolinol silyl ether in combination with sodium bicarbonate as additive effectively catalyzed the Michael addition of aldehydes to nitroolefins In water as solvent in high yields and excellent enantioselectivities.

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收藏

页码：3354 / 3356

页数：3

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