Allylic carboxylations and lactonization using benzoquinone and hydrogen peroxide or tert-butyl hydroperoxide as oxidants

B Aakermark, EM Larsson, JD Oslob

Index: Akermark, Bjoern; Larsson, E. Magnus; Oslob, Johan D. Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5729 - 5733

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Citation Number: 53

Abstract

Two new systems have been developed for catalytic carboxylation of alkenes. Both use palladium-(11) as catalyst and benzoquinone as cocatalyst. In the first hydrogen peroxide was used as oxidant in acetic acid solution. Alkenes such as cyclohexene and 5-decene were converted cleanly to allylic acetates, but with 1-decene mainly the methyl ketone was formed. A diene such as 1, 3-cyclohexadiene gave the diacetate while cis-l, 2- ...