Epoxidation of a conjugated linoleic acid isomer

Epoxidation of a conjugated linoleic acid isomer

Epoxidation of methyl (9Z, 11E)‐octadecadienoate (1) with various epoxidizing agents viz. m‐chloroperoxybenzoic acid, dimethyl dioxirane, methyltrioxorhenium/hydrogen peroxide, potassium peroxomonosulfate (Oxone, 2KHSO5 · KHSO4 · K2SO4)/tetrahydrothiopyran‐4‐one, and Novozyme 435/hydrogen peroxide i...

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Veröffentlicht in:European journal of lipid science and technology 2003-08, Vol.105 (8), p.391-396
Hauptverfasser: Jie, Marcel S. F. Lie Ken, Lam, Corey N. W., Ho, Janette C. M., Lau, Maureen M. L.
Format: Artikel
Sprache:eng
Schlagworte:
Biological and medical sciences
CLA
conjugated linoleic acids
epoxidation reaction
epoxide
Fat industries
Food industries
Fundamental and applied biological sciences. Psychology
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Zusammenfassung:Epoxidation of methyl (9Z, 11E)‐octadecadienoate (1) with various epoxidizing agents viz. m‐chloroperoxybenzoic acid, dimethyl dioxirane, methyltrioxorhenium/hydrogen peroxide, potassium peroxomonosulfate (Oxone, 2KHSO5 · KHSO4 · K2SO4)/tetrahydrothiopyran‐4‐one, and Novozyme 435/hydrogen peroxide is described. The reactions furnished the corresponding mono‐epoxy [methyl (11, 12E)‐epoxy‐(9Z)‐octadecenoate (2) and methyl (9, 10Z)‐epoxy‐(11E)‐octadecenoate (3)] and a mixture of diastereomers of syn‐ and anti‐diepoxy‐stearate [methyl (9, 10Z;11, 12E)‐diepoxystearate (4a‐4d)], which were identified by a combination of spectroscopic and spectrometric analyses.
ISSN:1438-7697
1438-9312
DOI:10.1002/ejlt.200300817