Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 31, Pages 9810-9813Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b05832
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Funding
- National Science Foundation (NSF) [CHE-1566430]
- Swiss National Science Foundation [P2BSP2_168732]
- Aduro Biotech
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The activation of C-C bonds that are traditionally viewed as unreactive, when coupled with other bond-forming processes, can offer new approaches to the synthesis of complex molecular scaffolds. In this Communication, we demonstrate the conversion of carvone to unusual bicyclo[3.3.1] and [3.2.1] frameworks by exploiting a Pd(0)-catalyzed C-C bond activation reaction and a radical cyclization process. This sequence is applied to a 10-step synthesis of the diterpene xishacorene B.
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