Canadian Journal of Chemistry

Direct Formation of the Carbonyl Anion of Diisopropyl Formamide

RR Fraser, PR Hubert

Index: Fraser,R.R.; Hubert,P.R. Canadian Journal of Chemistry, 1974 , vol. 52, p. 185 - 187

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Citation Number: 26

Abstract

The reaction of diisopropyl formamide with lithium diisopropylamide produces, by abstraction of the formyl proton, the carbonyl anion, LiCON [CH (CH3) 2] 2. Reactions of this anion with benzaldehyde, benzophenone, ethyl benzoate, acetone, and propionaldehyde occur in yields ranging from 30-92%. Thus, this anion provides a useful method for the synthesis of α-hydroxy and α-keto acids, particularly in cases where cyanohydrin ...