New methods for synthesis of. ALPHA.,. BETA.-unsaturated carboxylic esters from carbonyl compounds using monoanions of dithiocarbonates, and dianions of ethyl …

K Tanaka, N Yamagishi, R Tanikaga…

Index: Tanaka,K. et al. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 3619 - 3625

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Citation Number: 50

Abstract

The lithium enolates of O-alkyl S-alkoxycarbonylmethyl dithiocarbonates and monothiocarbonates were found to be efficient reagents for the synthesis of α, β-unsaturated esters from carbonyl compounds by single-step procedure. The dianions of ethyl mercaptoacetate and ethyl 2-mercaptopropionate were successfully generated by treatment with 2.2 equivalents of lithium diisopropylamide (LDA) in the presence of N, N, N′, N′- ...