期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 140, 期 16, 页码 5653-5658出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b03015
关键词
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资金
- National Science Foundation of China [21202074, 21672134]
- Shaanxi Provincial Natural Science Foundation [2017JM2001]
- Fundamental Research Funds for the Central Universities [GK201803033]
- 100 Talents Program of the Shaanxi Province
- Shaanxi Normal University
Herein, we report the first total syntheses of complex cephalotaxus diterpenoids cephanolide B and C from commercially available 5-bromo-2-methylanisole. Key to the success of this synthetic route is a palladium-catalyzed cascade cyclization reaction, which allowed us to efficiently forge the 6-5-6 cis-fused tricyclic ring systems found in the entire family of cephalotaxus diterpenoids. Additionally, site-selective late-stage sp(3) C-H bond oxidation served as a key strategic element in the chemical synthesis of cephanolide C.
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