EPOXIDATION VERSUS ALLYLIC OXIDATION (CH INSERTION) IN THE OXYFUNCTIONALIZATION OF VINYLSILANES AND BETA-HYDROXY DERIVATIVES BY DIMETHYLDIOXIRANE

被引：14

作者：

ADAM, W

PRECHTL, F

RICHTER, MJ

SMERZ, AK

机构：

[1] Institute of Organic Chemistry, University of Würzburg, D-97074, Würzburg, Am Hubland

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 28期

关键词：

D O I：

10.1016/0040-4039(95)00960-K

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Epoxidation of acyclic vinylsilanes by dimethyldioxirane affords alpha,beta-epoxysilanes in high yields, whereas for cyclic vinylsilanes appreciable amounts of allylic oxidation is observed. These competitive pathways become more pronounced, when the reactivity of the double bond is decreased by electronic and/or steric factors.

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收藏

页码：4991 / 4994

页数：4

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