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Total Synthesis of (+)-3-Deoxyfortalpinoid F, (+)-Fortalpinoid A, and (+)-Cephinoid H.

Zhiqiang RenZhongliu SunYifei LiXin FanMingda DaiYunxia WangXiangdong Hu
Published in: Angewandte Chemie (International ed. in English) (2021)
3-Deoxyfortalpinoid F, fortalpinoid A, and cephinoid H are members of the Cephalotaxus diterpenoids class of natural products, which feature diverse chemical structures and valuable biological activities. We report herein the development of a diastereoselective Pauson-Khand reaction as an effective pathway to access the core tetracyclic skeleton, which is found widely in Cephalotaxus diterpenoids. Furthermore, we enabled the construction of the tropone moiety through a ring-closing metathesis/elimination protocol. Based on the developed strategy, asymmetric synthesis of the title compounds has been achieved for the first time.
Keyphrases
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  • high resolution
  • solid state
  • mass spectrometry
  • electron transfer
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