Tetrahedron

A practical system for manganese (III)-mediated electrochemical synthesis of sorbic acid precursors

JP Coleman, RC Hallcher, DE HcMackins, TE Rogers…

Index: Coleman; Hallcher; HcMackins; Rogers; Wagenknecht Tetrahedron, 1991 , vol. 47, # 4-5 p. 809 - 829

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Citation Number: 24

Abstract

An efficient, practical, electrochemical system was developed for the synthesis of a mixture of 4-acetoxy-5-hexenoic acid and trans-6-acetoxy-4-hexenoic acid via manganese (III)- mediated oxidation of acetic acid-acetic anhydride in the presence of butadiene. Copper (II) co-catalyst enhanced the efficiency of this oxidation and copper (I) was shown to catalyze in situ conversion of the acetoxyhexenoic acids into γ-vinyl-γ-butyrolactone.