NDLI: Total Synthesis of (±)-Cephanolides B and C via a Palladium-Catalyzed Cascade Cyclization and Late-Stage sp3 C-H Bond Oxidation.

Content Provider	Semantic Scholar
Author	Wang, Chao Gao, Ziwei Zhao, Yu-Ming
Copyright Year	2018
Abstract	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 sp3 C-H bond oxidation served as a key strategic element in the chemical synthesis of cephanolide C.
Starting Page	5653
Ending Page	5658
Page Count	6
File Format	PDF HTM / HTML
DOI	10.1021/jacs.8b03015
PubMed reference number	29627977
Journal	Medline
Volume Number	140
Issue Number	16
Alternate Webpage(s)	http://capricorn.bc.edu/lsy/public_html/files/total-synthesis/2018-05-23_Cameron-McConnell_CephanolidesBC.pdf
Alternate Webpage(s)	https://doi.org/10.1021/jacs.8b03015
Journal	Journal of the American Chemical Society
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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Total Synthesis of (±)-Cephanolides B and C via a Palladium-Catalyzed Cascade Cyclization and Late-Stage sp3 C-H Bond Oxidation.