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New Results of Free Radical Additions to Unsaturated Fatty Compounds

✍ Scribed by Metzger, J. O. ;Linker, Ursula

Publisher: John Wiley and Sons
Year: 1991
Weight: 435 KB
Volume: 93
Category: Article
ISSN: 0931-5985
DOI: 10.1002/lipi.19910930702

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✦ Synopsis

Unsaturated fatty acids such as oleic acid are 1,2-dialkyl substituted alkenes, which can be functionalized by free radical addition to the C,Cdouble bond. We have been able to add enolizable compounds, e. g. acetone, acetic acid and malonic acid to methyl oleate mediated by manga- nese(II1)acetate. Azide radicals, generated by manganese(II1)acetate-oxidation of sodium azide, have also been added to methyl oleate. Perfluoralkyl iodides have been added via perfluoroalkyl radicals to methyl 10-undecenoate and methyl oleate to form the corresponding addition products. Reduction of the iodides by tributyltin hydride and saponification leads to interesting partially fluorinated fatty acids.

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