Asymmetric conjugate addition reactions of polymer-supported highly enantioenriched β-(trimethylsilyl)ethyl sulfoxides

被引：18

作者：

Nakamura, S ^{[1
]}

Uchiyama, Y ^{[1
]}

Ishikawa, S ^{[1
]}

Fukinbara, R ^{[1
]}

Watanabe, Y ^{[1
]}

Toru, T ^{[1
]}

机构：

[1] Nagoya Inst Technol, Dept Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 13期

关键词：

solid-phase synthesis; sulfoxides; Michael reactions; asymmetric reactions; desulfurization;

D O I：

10.1016/S0040-4039(02)00213-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active beta-(trimethylsilyl)ethyl sulfoxides supported on Merrifield resin were treated with LDA and subsequently with methyl cinnamate at -78degreesC. Thermal treatment or reaction with TBAF liberated the optically active methyl 3-phenyl-5-trimethylsilylpent-4-enoate or methyl 3-phenylpent-4-enoate, respectively, in good yields with high enantioselectivity. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2381 / 2383

页数：3

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