W. D. Groot, C. M. Lok, J. Ward
May 1, 1988
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0
Influential Citations
4
Citations
Journal
Chemistry and Physics of Lipids
Abstract
Abstract Racemic 1,3-diacylglycerols with a 5-oxoacyl group in the 1(3)-position were prepared by adding 5-oxoheranic and 5-oxodecanoic acid to the epoxy group of glycidol esters in a reaction catalyzed by tetraethylammonium bromide. Alternatively, glycidol 5-oxodecanoate was prepared from epichlorohydrin (1-chloro-2,3-epoxypropane) and the sodium salt of the oxo-acid. Triacylglycerols containing an oxoacyl group were prepared by further acylation of these intermediates and by acylation of 1,3-diacylglycerol with te anhydrides of oxo-acids. Reduction of the keto groups in eachof these compounds with sodium tetrahydroborate in cold aqueous tetrahydrofuran led to hydroxyacylglycerols.