Regio- and stereospecific cleavage of α,β-epoxysilanes with lithium phenylsulfide

被引：22

作者：

Cuadrado, P ^{[1
]}

González-Nogal, AM ^{[1
]}

机构：

[1] Univ Valladolid, Dept Quim Organ, E-47011 Valladolid, Spain

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(99)02242-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trimethyl- or dimethylphenylsilylepoxides react with lithium phenylsulfide to give regio- and stereodefined vinyl sulfides resulting from alpha-ring opening and Peterson elimination. When the epoxide bears the bulky tertbutyldiphenylsilyl group the reaction is more puzzling. Depending on the beta-substitution and the presence of aluminium chloride, we obtained silyl enol ethers, alpha-silylaldehydes or alpha-hydroxy-beta-phenylthiosilanes, all resulting from beta-opening. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1111 / 1114

页数：4