Highly Regio- and Enantioselective Organocatalytic Conjugate Addition of Alkyl Methyl Ketones to a β-Silylmethylene Malonate

被引：30

作者：

Chowdhury, Raghunath ^{[1
]}

Ghosh, Sunil K. ^{[1
]}

机构：

[1] Bhabha Atom Res Ctr, Div Bioorgan, Bombay 400085, Maharashtra, India

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 15期

关键词：

ASYMMETRIC MICHAEL ADDITION; ALDOL REACTIONS; ANTIFUNGAL AGENT; ENANTIOMERICALLY PURE; PYRROLIDINE-THIOUREA; ALDEHYDES; EFFICIENT; ACID; DESYMMETRIZATION; NITROOLEFINS;

D O I：

10.1021/ol900803n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S)-N-(2-Pyrrolidinylmethyl)pyrrolidine/trifluoroacetic acid (3:1) combination catalyzed the direct addition of alkyl methyl ketones to beta-dimethyl(phenyl)silylmethylene malonate at the methyl terminal with high yield and excellent regio- and enantioselectivity. The silyl group played crucial roles in regioselection and substrate reactivity.

引用

页码：3270 / 3273

页数：4

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