Chemistry of carbanions. XX. Comparison of. alpha.-chloro enolate anions and. alpha.-diazo ketones

HO House, WF Fischer Jr, M Gall…

Index: House,H.O. et al. Journal of Organic Chemistry, 1971 , vol. 36, # 22 p. 3429 - 3437

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Citation Number: 34

Abstract

The a-chloro ketones, 2-chlorocyclohexanone (S), chloromethyl cyclohexyl ketone (7), and phenacyl chloride (13)) have been converted to the corresponding enol acetates and trimethylsilyl enol ethers. These enol derivatives have served as precursors for the corresponding lithium or-chloro enolates 6, 8, and 16 which are stable intermediates. Even the addition of copper (1) compounds or the formation of a-mercuri derivatives of these ...