Diastereoselective free radical halogenation, azidation, and rearrangement of β-silyl barton esters

被引：33

作者：

Masterson, DS ^{[1
]}

Porter, NA ^{[1
]}

机构：

[1] Vanderbilt Univ, Dept Chem, Nashville, TN 37235 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 24期

关键词：

D O I：

10.1021/ol0268182

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Barton esters of beta-silylcarboxylic acids were decomposed by photolysis alone in organic solvents or in the presence of ethanesulfonyl azide or bromotrichloromethane. Products of the reaction, beta-silylthiopyridyl ethers, beta-silyl azides, or alkenes, were formed with significant control of stereochemistry.

引用

页码：4253 / 4256

页数：4

共 14 条

[1]

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[2]

Baguley PA, 1998, ANGEW CHEM INT EDIT, V37, P3073, DOI 10.1002/(SICI)1521-3773(19981204)37:22<3072::AID-ANIE3072>3.0.CO

[3]

2-9

[4] THE INVENTION OF RADICAL REACTIONS .30. DIAZIRINES AS CARBON RADICAL TRAPS - MECHANISTIC ASPECTS AND SYNTHETIC APPLICATIONS OF A NOVEL AND EFFICIENT AMINATION PROCESS [J].