Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (2): 471-489.DOI: 10.6023/cjoc202007043 Previous Articles     Next Articles



周淑蕊1, 温凯歌1, 曾兴平1,*()   

  1. 1 江西师范大学化学化工学院 功能有机小分子教育部重点实验室和江西省绿色化学重点实验室 南昌 330022
  • 收稿日期:2020-07-16 发布日期:2020-09-09
  • 通讯作者: 曾兴平
  • 作者简介:
    * Corresponding author. E-mail:
  • 基金资助:
    江西师范大学功能有机小分子教育部重点实验室开放基金(KLFS-KF-201603); 江西省教育厅(170223)

Recent Progress in Catalytic Asymmetric Alkynylation of Imines

Shurui Zhou1, Kaige Wen1, Xingping Zeng1,*()   

  1. 1 Laboratory of Small Fuctional Organic Molecule, Ministry of Education and Jiangxi Key Laboratory of Green Chemistry, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022
  • Received:2020-07-16 Published:2020-09-09
  • Contact: Xingping Zeng
  • Supported by:
    the Open Project Program of Key Laboratory of Functional Small Organic Molecule, Ministry of Education, Jiangxi Normal University(KLFS-KF-201603); the Foundation of Jiangxi Educational Committee(170223)

Chiral propargyl amines are key intermediates in the asymmetric total synthesis of natural products and bioactive compounds. The asymmetric alkynylation of imine and its analogues can provide a highly efficient and enantioselective synthetic route for these chiral building blocks. In addition, through rational substrate and reaction design, the asymmetric alkynylation of imines can be used as the starting point of a series of cascade reactions to synthesize a variety of novel nitrogen-heterocyclic compounds. Therefore, highly efficient and enantioselective alkynylation of imines and their analogues has attracted the continuous attention of synthetic chemists. According to the types of substrate, the research progress in asymmetric alkynylation of imines and their analogues over the past decade is introduced, which is divided into two parts: asymmetric alkynylation of aldimines and asymmetric alkynylation of ketoimines. The reaction mechanism and their advantages and disadvantages, together their synthetic applications will be briefly introduced, hoping to provide some useful inspiration for expanding the application of this reaction in synthesis.

Key words: chiral propargyl amine, asymmetric alkynylation, aldimine, ketoimine, nitrogen-heterocyclic compound