STRUCTURE ELUCIDATION OF OXIDATION-REDUCTION PRODUCTS OF ISOLONGIFOLENE

Three alcohol isomers have been synthesized in high yield from isolong ifolene to provide easy-to-make and cheap odorants. Oxidation of isolo ngifolene by reaction with m-chloroperbenzoic acid yielded a mixture o f the corresponding epoxide, ketone, and alcohol. Two other alcohols w ere obtained from the reduction of the epoxide and the ketone, respect ively. An herbal, spicy, and earthy odor was detected from the ketone and alcohols. The structural formulas of the compounds were determined using one-and two-dimensional NMR and gas chromatography-mass spectro metry.