Lipids

Facile and stereoselective synthesis of (Z)-15-octadecenoic acid and (Z)-16-nonadecenoic acid: monounsaturated omega-3 fatty acids

T Rawling, CC Duke, PH Cui, M Murray

Index: Rawling, Tristan; Duke, Colin C.; Cui, Pei H.; Murray, Michael Lipids, 2010 , vol. 45, # 2 p. 159 - 165

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Citation Number: 2

Abstract

Abstract Facile syntheses of the monounsaturated omega-3 fatty acids,(Z)-15-octadecenoic acid and (Z)-16-nonadecenoic acid, are presented. Commercially available hydroxy fatty acids were esterified and oxidised, followed by the Wittig reaction to introduce the omega-3 olefinic bond; hydrolysis yielded the omega-3 fatty acids in high purity. An examination of different reaction conditions for the Wittig step found that THF as solvent and coupling ...