Chemistry of carbanions. XVIII. Preparation of trimethylsilyl enol ethers

来自 ACS

阅读量:

109

作者:

HO HouseLJ CzubaM GallHD Olmstead

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摘要:

Two procedures for the preparation of trimethylsilyl enol ethers from aldehydes and ketones are described. Reaction of the ketone with chlorotrimethylsilane and triethylamine in dimethylformamide solution usually affords an equilibrium mixture of the trimethylsilyl enol ethers. Successive reaction of the ketone with lithium diisopropylamide and with chlorotrimethylsilane in 1,2-dimethoxyethane solution normally produces a mixture in which the less highly substituted enol ether (from kinetically controlled enolate formation) is the principal product. A number of representative structurally and stereochemically isomeric trimethylsilyl enol ethers have been characterized (see Table II) and their physical properties have been studied.

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DOI:

10.1021/jo01260a018

被引量:

1886

年份:

1969

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来源期刊

引用走势

2010
被引量:171

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