Total Syntheses of Crinipellins Enabled by Cobalt‐Mediated and Palladium‐Catalyzed Intramolecular Pauson–Khand Reactions

Zhihui Huang,Jun Huang,Yongzheng Qu,Weibin Zhang,Jianxian Gong,Zhen Yang

Angewandte Chemie - International Edition（2018）

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摘要

Efficient total syntheses of the naturally occurring, potent antibiotic compounds (−)-crinipellin A and (−)-crinipellin B are described. The key advanced intermediate, a fully functionalized tetraquinane core, was constructed by a novel thiourea/palladium-catalyzed Pauson–Khand reaction. This intermediate can serve as a common intermediate for the collective total synthesis of other members of the crinipellin family. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

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asymmetric synthesis,natural products,palladium,Pauson-Khand reaction,quaternary carbon centers

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