Palladium-catalyzed allylic acyloxylation of terminal alkenes in the presence of a base

J Org Chem. 2010 Mar 5;75(5):1771-4. doi: 10.1021/jo902587u.

Abstract

The efficiency and the selectivity of the Pd-catalyzed oxidation, in carboxylic acids, of terminal alkenes are strongly improved in the presence of a base. The methodology is particularly well adapted for the oxidation of homoallylic alcohols, for which the resulting acyloxylated products are obtained selectively as E-isomers in fair to good yields.