Synthesis of. alpha.-diketones by direct, low-temperature, in situ nucleophilic acylation of esters by acyllithium reagents

D Seyferth, RM Weinstein, RC Hui…

Index: Seyferth, Dietmar; Weinstein, Robert M.; Hui, Richard C.; Wang, Wei-Liang; Archer, Colin M. Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5768 - 5773

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Citation Number: 40

Abstract

Several years ago, in a series of preliminary communiwe reported the direct nucleophilic acylation of a variety of organic electrophiles by acyllithium reagents, RC (0) Li. The latter, for effective utilization in synthesis, had to be generated at low temperatures (-135 OC to- 110 OC) in the presence of the organic electrophile. Accounts of the history of nucleophilic acylation and of our own studies relating to the development of acyllithiums as useful ...