A convenient preparative method of jasmone and its related compounds

Abstract

The reaction of (2')-hept-4-enoic acid (1) with vinylmagnesium bromide gave (Z)-undeca-1,8-dien- 5-one (2). The oxidation of the terminal vinylic group of (2) affords (Z)-undec-8-ene-2,5-dione (3). Jasmone (4) was obtained by the usual alkali cyclization of (3). A variety of alkylcyclopentenones were prepared by the same method.