Journal of the American Chemical Society

The decarboxylation of α, β-unsaturated malonic acid derivatives via β, γ-unsaturated intermediates. II. The effect of α-substituents upon product composition and rate

EJ Corey

Index: Corey Journal of the American Chemical Society, 1953 , vol. 75, p. 1163,1167

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Citation Number: 24

Abstract

Discussion The Nitriles, Amides and Esters.-Both the nitriles studied (IA and IVA) yield the same high proportion of p, y-unsaturated isomer upon decarboxylation. If the only route available for the decarboxylation of IA is via the p, y-isomer IA', it is apparent that the presence of an a-methyl substituent in IVA instead of a hydrogen (as in IA') is not sufficient to affect product composition. Since the structural considerations which argue against the ...