Journal of the American Chemical Society

The Mechanism of the Decarboxylation of α, β-and β, γ-Unsaturated Malonic Acid Derivatives and the Course of Decarboxylative Condensation Reactions in Pyridine1

EJ Corey

Index: Corey Journal of the American Chemical Society, 1952 , vol. 74, p. 5897,5903

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Citation Number: 74

Abstract

The decarboxylation of several half-esters of a, &unsaturated malonic acids in pyridine has been investigated for the purpose of determining the influence of the a, p-ethylenic linkage on such systems. The decarboxylation of ethyl hydrogen isopropylidenemalonate (11) proceeds rapidly in pyridine (111") and affords a mixture of ethyl 8-methyl-8-butenoate (IV) and ethyl@,@-dimethylacrylate (111)(ratio, 3: 1). The reaction has been studied kinetically ...