Oxidation of -Alkoxy Allenes into ′-Alkoxy Enones

摘要

Rearrangement enablers: -Alkoxy allenes undergo regioselective oxidative migration to give ′-alkoxy enones in good to excellent yields (see scheme; Bn=benzyl, mCPBA=m-chloroperbenzoic acid). The influence of substituents on the allene, at C1, and at the oxygen atom has been examined. In addition, an oxidative cascade delivers ′-alkoxy oxiranyl ketones through diepoxidation.