Indium-mediated allylation reactions of α-chlorocarbonyl compounds and preparation of allylic epoxides

Abstract

Indium-mediated allylation of α-chlorocarbonyl compounds with various allyl bromides in aqueous media gave the corresponding homoallylic chlorohydrins, which could be transformed into the corresponding epoxides in the presence of a base. These reactions were strongly dependent upon both the substituents at the carbon bearing chlorine and the allyl bromides used.