The use of enantiomerically pure N-sulfinimines in asymmetric Baylis-Hillman reactions

被引：80

作者：

Aggarwal, VK ^{[1
]}

Castro, AMM ^{[1
]}

Mereu, A ^{[1
]}

Adams, H ^{[1
]}

机构：

[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 08期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0040-4039(02)00021-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrophilic behaviour of enantiomerically pure N-p-toluenesulfinimines (1a, d) adn N-tert-butanesulfinimine 2 has been tester in the asymmetric Baylis-Hillman reaction with methyl acrylate with and without Lewis acids. In the presence of In(OTf)(3) good yields and high diastereoselectives have been achieved providing an effective route to beta-amino-alpha-methylene esters. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1577 / 1581

页数：5

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