Literature DB >> 34164892

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

Zhiqiang Ren1, Zhongliu Sun1, Yifei Li1, Xin Fan1, Mingda Dai1, Yunxia Wang1, Xiangdong Hu2.   

Abstract

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.
© 2021 Wiley-VCH GmbH.

Entities:  

Keywords:  core skeleton; natural product; total synthesis; tropone

Year:  2021        PMID: 34164892     DOI: 10.1002/anie.202108034

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

Review 1.  Total syntheses of strained polycyclic terpenes.

Authors:  Gleb A Chesnokov; Karl Gademann
Journal:  Chem Commun (Camb)       Date:  2022-04-19       Impact factor: 6.065

  1 in total

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