4.8 Article

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

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 28, Pages 8744-8748

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201805143

Keywords

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

Funding

  1. National Science Foundation of China [21632002, 21602008, 21772008, 21702011, U1606403]
  2. Guangdong Natural Science Foundation [2016A030306011]
  3. Shenzhen Basic Research Program [JCYJ20160330095629781, JCYJ20170818090044432]
  4. Qingdao National Laboratory for Marine Science and Technology [2015ASKJ02]

Ask authors/readers for more resources

Efficient total syntheses of the naturally occurring, potent antibiotic compounds (-)-crinipellinA and (-)-crinipellinB 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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