Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 28, Pages 8744-8748Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201805143
Keywords
asymmetric synthesis; natural products; palladium; Pauson-Khand reaction; quaternary carbon centers
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Funding
- National Science Foundation of China [21632002, 21602008, 21772008, 21702011, U1606403]
- Guangdong Natural Science Foundation [2016A030306011]
- Shenzhen Basic Research Program [JCYJ20160330095629781, JCYJ20170818090044432]
- Qingdao National Laboratory for Marine Science and Technology [2015ASKJ02]
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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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