Complex induced proximity effect enhancement in alpha-silyl carbanion generation. A general conversion of 2-silyl benzamides into 2-fluorosilylacetophenones

被引：22

作者：

Brough, PA ^{[1
]}

Fisher, S ^{[1
]}

Zhao, BP ^{[1
]}

Thomas, RC ^{[1
]}

Snieckus, V ^{[1
]}

机构：

[1] UNIV WATERLOO,GUELPH WATERLOO CTR GRAD WORK CHEM,WATERLOO,ON N2L 3G1,CANADA

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 17期

关键词：

D O I：

10.1016/0040-4039(96)00446-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

LDA treatment of 2-silylated benzamides 1 affords 2-fluorosilylated acetophenones 3 in a general process likely driven by CIPE-facilitated alpha-silyl carbanion formation and rearrangement (Scheme 3); oxidation (H2O2) of the products gives 2-hydroxyacetophenones and catechols (Scheme 4). (C) 1996 Elsevier Science Ltd

引用

页码：2915 / 2918

页数：4

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