Chemistry and physics of lipids

First total syntheses of (Z)-15-methyl-10-hexadecenoic acid and the (Z)-13-methyl-8-tetradecenoic acid

NM Carballeira, N Montano, LF Padilla

文献索引：Carballeira, Nestor M.; Montano, Nashbly; Padilla, Luis F. Chemistry and Physics of Lipids, 2007 , vol. 145, # 1 p. 37 - 44

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被引用次数: 4

摘要

The first total syntheses for the (Z)-15-methyl-10-hexadecenoic acid and the (Z)-13-methyl-8- tetradecenoic acid were accomplished in seven steps and in 31–32% overall yields. The (trimethylsilyl) acetylene was the key reagent in both syntheses. It is proposed that the best synthetic strategy towards monounsaturated iso methyl-branched fatty acids with double bonds close to the ω end of the acyl chain is first acetylide coupling of (trimethylsilyl) ...