Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (6): 2507-2510.DOI: 10.6023/cjoc202101025 Previous Articles     Next Articles



余璐璐, 丁群山, 宋传君*(), 常俊标*()   

  1. 郑州大学化学学院 郑州 450001
  • 收稿日期:2021-01-17 修回日期:2021-02-05 发布日期:2021-02-26
  • 通讯作者: 宋传君, 常俊标
  • 基金资助:
    国家自然科学基金-河南联合基金(U1804283); 河南省研究生教育改革与质量提升工程(YJS2021KC03)

Enantioselective Total Synthesis of (–)-Angustureine

Lulu Yu, Qunshan Ding, Chuanjun Song(), Junbiao Chang()   

  1. College of Chemistry, Zhengzhou University, Zhengzhou 450001
  • Received:2021-01-17 Revised:2021-02-05 Published:2021-02-26
  • Contact: Chuanjun Song, Junbiao Chang
  • Supported by:
    National Natural Science Foundation of China-Henan(U1804283); Postgraduate Education Reform and Quality Improvement Project of Henan Province(YJS2021KC03)

(–)-Angustureine is an important member of the tetrahydroquinoline alkaloid family. Such natural products have attracted the attention of synthetic chemists because of their potential biological activities. Starting from methyl (R)-N-Boc- indoline-2-carboxylate, the enantioselective total synthesis of (–)-angustureine was accomplished in 7 steps. The key step of our synthesis involves a rearrangement ring-expansion reaction.

Key words: (–)-angustureine, tetrahydroquinoline, rearrangement, ring expansion, enantioselectivity