有机化学 ›› 2020, Vol. 40 ›› Issue (7): 2148-2152.DOI: 10.6023/cjoc201912037 上一篇    下一篇

研究简报

鸟巢烷二萜关键中间体的合成

李若馨, 韩锐, 高锦明   

  1. 西北农林科技大学化学与药学院 陕西省天然产物化学生物学重点实验室 陕西杨陵 712100
  • 收稿日期:2019-12-25 修回日期:2020-04-09 发布日期:2020-04-23
  • 通讯作者: 高锦明 E-mail:jinminggao@nwsuaf.edu.cn

Synthesis of Key Intermediate of Cyathane Diterpenes

Li Ruoxin, Han Rui, Gao Jinming   

  1. Shanxi Key Laboratory of Natural Products Chemistry and Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling, Shaanxi 712100
  • Received:2019-12-25 Revised:2020-04-09 Published:2020-04-23

开发了一种鸟巢烷型二萜类天然产物关键二环[5/6]中间体的合成策略,该策略涉及亲核取代反应、自由基关环反应、Johnson-Claisen重排和格氏加成等一系列反应,并对反应条件进行优化.该路线具有高效、简洁的优点,在此类天然产物的全合成中有较大的应用潜力.

关键词: 鸟巢烷型二萜, 天然产物, 亲核取代, Claisen重排

A synthetic plan of bicyclo[5/6] key intermediate of cyathane is reported. All the involved reactions, such as nucleophilic substitution reaction, radical ring-closing reaction, Johnson-Claisen rearrangement and Grignard addition, were optimized for higher yields. The procedure provides a simple and efficient method for the synthesis of bicyclo-key intermediate of cyathane. It is expected to have wide applications in the synthesis of cyathane.

Key words: cyathane diterpenes, natural product, nucleophilic substitution, Claisen rearrangement