Oxidation of Allylic Alcohols by Means of Electrochemical Methodology. Novel Rearrangement of Prenol under Direct Anodic Oxidation Conditions

Article abstract of DOI:10.1246/cl.1995.559

Electrochemical oxidation of naturally occurring allylic alcohols is described.Under direct anodic oxidation conditions, prenol 1 was readily oxidized, followed by rearrangement presumably on the surface of the anodic electrode, to give 3-hydroxy-2,2'-dimethyl-1,1'-dimethoxy propane 2 in high yield, whereas geraniol 5 afforded citral 6 under the same conditions.