Reactions of dioxiranes with selected oleochemicals

PE Sonnet, ME Lankin, GP McNeill

Index: Sonnet, P. E.; Lankin, M. E.; McNeill, G. P. Journal of the American Oil Chemists' Society, 1995 , vol. 72, # 2 p. 199 - 204

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Citation Number: 30

Abstract

Abstract Reaction of fatty acids with dimethyldioxirane in acetone produces ketoacids in 9– 12% yields in which the ketone carbonyl is distributed along the fatty chain. The n-1 position appears to be preferred. Lactones of hydroxy fatty acids are oxidized by this reagent, but in low yields, to the corresponding ketoacids. Biphasic epoxidations with methylethyldioxirane in 2-butanone were conducted with methyl oleate and methyl ricinoleate to give the ...