A Short Diastereoselective Total Synthesis of (±)-Vibralactone

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• 作者：Alexander J. Leeder ; Robert J. Heap ; Lynda J. Brown ; Xavier Franck ; Richard C. D. Brown
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：December 2, 2016
• 年：2016
• 卷：18
• 期：23
• 页码：5971-5973
• 全文大小：271K
• ISSN：1523-7052

文摘

A total synthesis of the (±)-vibralactone has been achieved in 11 steps and 16% overall yield from malonic acid. Key steps include a highly diastereoselective allylation of an α-formyl ester containing an all carbon α-quaternary center, a Pd-catalyzed deallylative β-lactonization, and an aldehyde-selective Wacker oxidation of a terminal alkene.