Chemistry of carbanions. XVIII. Preparation of trimethylsilyl enol ethers

HO House, LJ Czuba, M Gall…

Index: House,H.O. et al. Journal of Organic Chemistry, 1969 , vol. 34, # 8 p. 2324 - 2336

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Citation Number: 677

Abstract

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 chlorotrimethyhilane in l12-dimethoxyethane solution normally produces a mixture in ...