Electro-organic reactions. Part V. Cathodic pinacolisation of α- and β-ionones
Abstract
Controlled potential electrolysis at a mercury cathode of α- and β-ionone gives, in aqueous dimethylformamide, the corresponding pinacols in ca. 50% chemical yield. By electrolysis in acetonitrile with acetic acid as proton donor β-ionone is converted smoothly into the pinacol (70% isolated yield), and retinal is pinacolised in ca. 10% yield.