Integrative Biology Journals

Natural Products and Bioprospecting ›› 2015, Vol. 5 ›› Issue (5): 255-261.DOI: 10.1007/s13659-015-0073-3

• Original article • Previous Articles     Next Articles

Total Synthesis of Lignan Lactone(-)-Hinokinin

Qi-Long Zhou1, Hui-Jing Wang1, Pei Tang1, Hao Song2, Yong Qin2   

  1. 1. Innovative Drug Research Centre, Chongqing University, Chongqing 401331, China;
    2. Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, Sichuan University, Chengdu 610041, China
  • Received:2015-09-03 Revised:2015-09-22 Online:2018-02-11 Published:2015-10-24
  • Supported by:
    We acknowledge grant supports from Chongqing University, and the Fundamental Research Funds for the Central Universities(Project No. 0236015202004).

Total Synthesis of Lignan Lactone(-)-Hinokinin

Qi-Long Zhou1, Hui-Jing Wang1, Pei Tang1, Hao Song2, Yong Qin2   

  1. 1. Innovative Drug Research Centre, Chongqing University, Chongqing 401331, China;
    2. Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy, Sichuan University, Chengdu 610041, China
  • 通讯作者: Pei Tang,e-mail:tangpei@cqu.edu.cn;Yong Qin,e-mail:yongqin@scu.edu.cn
  • 基金资助:
    We acknowledge grant supports from Chongqing University, and the Fundamental Research Funds for the Central Universities(Project No. 0236015202004).

Abstract: This research paper is aimed at studying the total synthesis of pharmacologically active lignan(-)-hinokinin. The synthesis features a three-step cascade reaction involving highly stereoselective Michael addition, anion-oxidative hydroxylation, and oxygen anion cyclization to construct the pivotal butyrolactonimidate intermediate.

Key words: Lignan, Hinokinin, Total synthesis, Cascade reaction

摘要: This research paper is aimed at studying the total synthesis of pharmacologically active lignan(-)-hinokinin. The synthesis features a three-step cascade reaction involving highly stereoselective Michael addition, anion-oxidative hydroxylation, and oxygen anion cyclization to construct the pivotal butyrolactonimidate intermediate.

关键词: Lignan, Hinokinin, Total synthesis, Cascade reaction