Abstract

AbstractA scalable approach to (2R)‐hydroxyoctadec‐3‐enoic acid ((−)‐2) is reported, which is the fatty acid constituent of numerous sphingolipids of biological significance. Key to success was the chemoselective trans‐hydrogenation of a functionalized propargylic alcohol precursor with [Cp*RuCl]4 as the catalyst, followed by lipase‐catalyzed resolution of the racemic product. (−)‐2 then served the shortest total synthesis of the marine natural product symbioramide known to date.magnified image

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