| 内容提要: |
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)-cata-lyzed 6-endo-dig carbocyclization of cyclic enol ethers for late- stage functionalization. This modular approach serves as a platform to quickly assemble PPAPs for further synthetic and biological studies. |