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通过钴介导和钯催化的分子内Pauson-Khand反应实现的环柄菇素的全合成

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

作者信息

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

机构信息

State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen, 518055, China.

Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Beijing National Laboratory for Molecular Science, College of Chemistry and Molecular Engineering, Peking-Tsinghua Center for Life Sciences, Peking University, Beijing, 100871, China.

出版信息

Angew Chem Int Ed Engl. 2018 Jul 9;57(28):8744-8748. doi: 10.1002/anie.201805143. Epub 2018 Jun 12.

DOI:10.1002/anie.201805143
PMID:29797755
Abstract

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.

摘要

本文描述了天然存在的强效抗生素化合物(-)-creinipellin A和(-)-creinipellin B的高效全合成。关键的高级中间体,一个功能完全化的四喹烷核心,是通过一种新型硫脲/钯催化的Pauson-Khand反应构建的。该中间体可作为creinipellin家族其他成员集体全合成的通用中间体。

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