Conversion of linoleic and latex furanoid acid to fish C18 dimethyl furanoid isomers

Abstract

Methyl 9(10), 12(13)-dioxo-octadecanoate (derived from methyl linoleate) and 10, 13-dioxo-11-methyl-octadecanoate (derived from the latex of the rubber plant) were methylated at the methylene carbons located between the two oxo-groups (using Mel, KOH in DMSO) and cyclodehydration furnished a mixture of methyl 9(10),-12(13)-epoxy-10(11), 11(12)-dimethyloctadeca-9(10), 11(12)-dienoates and methyl 10, 13-epoxy-11, 12-dimethyloctadeca-10, 12-dienoate respectively.