Acta Chim. Sinica ›› 2018, Vol. 76 ›› Issue (3): 161-167.DOI: 10.6023/A17120537 Previous Articles     Next Articles

Review

光促进的山道年重排反应在复杂萜类天然产物全合成中的应用

杨鲍潮a, 高栓虎a,b   

  1. a 华东师范大学 化学与分子工程学院上海市绿色化学与化工过程绿色化重点实验室 上海 200062;
    b 华东师范大学 上海分子治疗与新药创治工程技术中心 上海 200062
  • 投稿日期:2017-12-11 发布日期:2018-01-26
  • 通讯作者: 高栓虎 E-mail:shgao@chem.ecnu.edu.cn
  • 作者简介:杨鲍潮,2012年于江苏师范大学获得工学学士学位,2013年进入华东师范大学攻读博士学位,指导老师为高栓虎教授,研究方向为天然产物全合成.目前已完成钛酸四异丙酯促进的PEDA反应及其在天然产物Oncocalyxone B中的应用研究;高栓虎,教授,博士生导师.2001年7月毕业于兰州大学化学化工学院获得理学学士学位;2006年于兰州大学功能有机分子国家重点实验室获得博士学位;2006年7月至2010年9月于美国西南医学中心进行博士后研究;2010年10月至今,就职于华东师范大学"上海市绿色化学与化工过程绿色化重点实验室".主要从事天然产物全合成及相关药物化学研究.
  • 基金资助:

    项目受国家自然科学基金(Nos.21422203,21772044)、国家青年拔尖人才支持计划和中央高校基本科研专项资金资助.

Application of Photochemical Rearrangement of Santonin in Total Synthesis of Complex Natural Terpenoids

Yang Baochaoa, Gao Shuanhua,b   

  1. a Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University, Shanghai 200062;
    b Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062
  • Received:2017-12-11 Published:2018-01-26
  • Contact: 10.6023/A17120537 E-mail:shgao@chem.ecnu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21422203, 21772044), the National Young Top-Notch Talent Support Program and the Fundamental Research Funds for the Central Universities.

Terpenoids represent one of the largest and most diverse classes of secondary metabolites and widely exist in nature. Among them, sesquiterpene lactones are ubiquitous in a variety of medicinal plants, which are the main active ingredients of many traditional Chinese herbal medicines. However, it is extremely challenging to accomplish the total synthesis of these natural compounds. Photochemical rearrangement of santonin is an effective strategy to construct the guaianolide skeleton. Furthermore, as a renewable natural resource, santonin was extensively used in natural product total synthesis, especially complex terpenoids. In this review, a brief overview of application of photochemical rearrangement of santonin in total synthesis of natural terpenoids is presented, which mainly includes:(1) the synthesis of sesquiterpene and its oligomers, and (2) the core structure construction of some diterpenoids.

Key words: photochemical, rearrangement of santonin, sesquiterpene lactone, natural product, total synthesis