The Journal of Organic Chemistry

Isolation and reactions of. alpha.-lithio N, N-dimethylacetamide

RP Woodbury, MW Rathke

Index: Woodbury,R.P.; Rathke,M.W. Journal of Organic Chemistry, 1977 , vol. 42, p. 1688 - 1690

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Citation Number: 64

Abstract

a-Lithio N, N-dimethylacetamide (1) was obtained as a white solid by reaction of N, N- dimethylacetamide with lithium diisopropylamide in pentane. From'H NMR evidence, a lithium-oxygen bonded structure is proposed. THF solutions of 1 could be generated at 0" C and were stable for several days at room temperature. Reactions of 1 with organic halides, aldehydes, ketones, and epoxides are described.