The chemistry of chlorosilyl enolates. 9. Preparation of chlorosilyl enolates

被引：30

作者：

Denmark, SE ^{[1
]}

Stavenger, RA ^{[1
]}

Winter, SBD ^{[1
]}

Wong, KT ^{[1
]}

Barsanti, PA ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 25期

关键词：

D O I：

10.1021/jo981740h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of chlorosilyl enolates has been prepared starting from esters, thiol esters, acylsilanes, and ketones. Two general methods are involved, direct enolsilylation with trichlorosilyl triflate and diisopropylethylamine, and a number of methods based on electrophilic substitution of either C- or O-silyl or stannyl carbonyl compounds. The most useful method is a Hg(OAc)(2)-catalyzed trans-silylation from trimethylsilyl to trichlorosilyl enol ethers, providing a wide range of ketone enolates in good to high yield.

引用

页码：9517 / 9523

页数：7

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