M. Jie, C. Lam
Sep 1, 1977
Citations
0
Influential Citations
38
Citations
Journal
Chemistry and Physics of Lipids
Abstract
Abstract Methyl 9,10,12,13-diepoxystearate yields a mixture of isomeric C 18 -furanoid esters on treatment with propyl iodide-sodium iodide-dimethyl sulphoxide (Prl-Nal-DMSO). Pure methyl 9,12-epoxyoctadeca-9,11-dienoate can be obtained from (a) methyl 12-oxo-octadeo- cis -9-enoate by mercuration-demercuration reaction; (b) methyl 9,10-epoxy-12-oxostearate, in the presence or Prl-Nal-DMSO, BF 3 or p -TsOH; and (c) methyl 9-hydroxyl-12-oxo-octadec- trans -10-enoate when treated with BF 3 or p -TsOH. The synthesis of a methyl substituted C 18 -furanoid ester (methyl 9,12-epoxy-10-methyl-octadeca-9,11-dienoate) is also described.