Preparation of allylic acetates from simple alkenes by palladium (II)-catalyzed acetoxylation

S Hansson, A Heumann, T Rein…

Index: Hansson, Sverker; Heumann, Andreas; Rein, Tobias; Akermark, Bjoern Journal of Organic Chemistry, 1990 , vol. 55, # 3 p. 975 - 984

Full Text: HTML

Citation Number: 149

Abstract

The scope and limitations of palladium-catalyzed allylic acetoxylation of alkenes has been investigated, using benzoquinone-manganese dioxide as the reoxidation system. Unsubstituted cycloalkenes gave good to excellent yields of allylic acetates. Total yields were also good for many substituted cycloalkenes and for linear alkenes, but these substrates generally gave several isomeric acetates. The exploratory mechanistic studies ...