Canadian Journal of Chemistry

A convenient synthesis of the flavor and scent material (±)-γ-(Z)-6-dodecenolactone and some analogs via N-chloroamide thermolysis

M Benn, KN Vohra

Index: Benn,M.; Vohra,K.N. Canadian Journal of Chemistry, 1976 , vol. 54, p. 136 - 140

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Citation Number: 8

Abstract

N-Chloro-N-propyl-threo-6, 7-dibromododecanamide, prepared by the successive bromination and N-chlorination of N-propyl-(Z)-6-dodecenamide, was subjected to thermolytic homolysis in aqueous dioxane to yield a mixture of products from which, after zinc debromination, γ-6-(Z)-dodecenolactone was isolated. Some analogs of this lactone were similarly prepared.

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