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

Huang Zhihui | Zendy; Huang Jun | Zendy; Qu Yongzheng | Zendy; Zhang Weibin | Zendy; Gong Jianxian | Zendy; Yang Zhen | Zendy

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

Author(s) -

Huang Zhihui,

Huang Jun,

Qu Yongzheng,

Zhang Weibin,

Gong Jianxian,

Yang Zhen

Publication year - 2018

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201805143

Subject(s) - palladium , pauson–khand reaction , intramolecular force , cobalt , catalysis , chemistry , combinatorial chemistry , stereochemistry , organic chemistry

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.

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