期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 26, 页码 6701-6704出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201403939
关键词
gold; homogeneous catalysis; natural products; PPAPs; total synthesis
资金
- Natural Sciences and Engineering Research Council
- University of Ottawa
The remarkable biological activities of polyprenylated polycyclic acylphloroglucinols (PPAPs) combined with their highly decorated bicyclo[3.3.1]nonane-2,4,9-trione frameworks have inspired synthetic organic chemists over the last decade. The concise total syntheses of four natural products PPAPs; hyperforin and papuaforins A-C, and the formal synthesis of nemorosone are reported. Key to the realization of this strategy is the short and scalable synthesis of densely substituted PPAP scaffolds through a gold(I)-catalyzed 6-endo-dig carbocyclization of cyclic enol ethers for late-stage functionalization.
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