Lewis base and L-proline co-catalyzed Baylis-Hillman reaction of arylaldehydes with methyl vinyl ketone

被引：128

作者：

Shi, M ^{[1
]}

Jiang, JK ^{[1
]}

Li, CQ ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 01期

基金：

中国国家自然科学基金;

关键词：

Baylis-Hillman reaction; Lexis base; methyl vinyl ketone (MVK); L-proline; imidazole; triethylamine;

D O I：

10.1016/S0040-4039(01)02057-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the Baylis-Hillman reaction of arylaldehydes with methyl vinyl ketone, we found that, in the presence of a catalytic amount of L-proline. weak Lewis bases such as imidazole and triethylamine as well as the stronger Lewis base DABCO, can promote the Baylis-Hillman reaction to give the normal Baylis-Hillman adduct in good yields. Substituent effects were also examined and a plausible reaction mechanism is proposed. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：127 / 130

页数：4

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