(ME3SI)3SIH - AN EFFICIENT HYDROSILYLATING AGENT OF ALKENES AND ALKYNES

被引：175

作者：

KOPPING, B

CHATGILIALOGLU, C

ZEHNDER, M

GIESE, B

机构：

[1] UNIV BASEL,DEPT CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND

[2] CNR,CEA,ICO,I-40064 OZZANO EMILIA,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 14期

关键词：

D O I：

10.1021/jo00040a048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tris(trimethylsilyl)silane adds across the double bond of a variety of mono-, di-, and trisubstituted olefins under free-radical conditions in good yields. The reaction, which proceeds via a free-radical chain mechanism, is highly regioselective (anti-Markovnikov). Addition to prochiral olefins bearing an ester group is highly stereoselective. The factors that control the stereochemistry have been discussed terms of preferred conformations of the intermediate carbon-centered radicals and are thought to be of steric origin.

引用

页码：3994 / 4000

页数：7

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[21] FORMATION OF CC BONDS BY ADDITION OF FREE-RADICALS TO ALKENES [J].