Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (2): 443-454.DOI: 10.6023/cjoc202010005 Previous Articles     Next Articles



姜权彬1, 赵晓丹1,*()   

  1. 1 中山大学化学学院 有机化学研究所和生物无机与合成化学教育部重点实验室 广州 510275
  • 收稿日期:2020-10-05 修回日期:2020-11-03 发布日期:2020-12-05
  • 通讯作者: 赵晓丹
  • 作者简介:

    姜权彬博士, 2016年在中国科学院大连化学物理研究所获得有机化学博士学位, 导师余正坤研究员. 现在中山大学化学学院博士后流动站从事博士后研究, 合作导师赵晓丹教授. 研究方向为烯烃的亲电转化.

    赵晓丹教授, 2007年底在中国科学院大连化学物理研究所有机化学专业博士毕业, 导师余正坤研究员, 期间作为交换学生在加拿大渥太华大学Howard Alper课题组学习和从事研究工作一年. 2008~2010年在多伦多大学从事博士后研究, 合作导师Vy M. Dong教授. 2010~2013年在美国科罗拉多州立大学Tomislav Rovis课题组从事博士后研究. 2013年入职中山大学化学学院, 开始独立科研工作. 研究方向为有机硫属化合物催化、不对称催化和有机氟化学.

    * Corresponding author. E-mail:
  • 基金资助:
    国家自然科学基金(21901261); 国家自然科学基金(21772239); 中国博士后科学基金(2018M633207); 中央高校基本科研业务费(20lgzd21); 中央高校基本科研业务费(20lgpy81)

Chiral Bifunctional Chalcogenide-Catalyzed Enantioselective Electrophilic Thiofunctionalization of Alkenes

Quanbin Jiang1, Xiaodan Zhao1,*()   

  1. 1 Institute of Organic Chemistry & Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education,School of Chemistry, Sun Yat-Sen University, Guangzhou 510275
  • Received:2020-10-05 Revised:2020-11-03 Published:2020-12-05
  • Contact: Xiaodan Zhao
  • Supported by:
    the National Natural Science Foundation of China(21901261); the National Natural Science Foundation of China(21772239); the China Postdoctoral Science Foundation(2018M633207); the Fundamental Research Funds for the Central Universities(20lgzd21); the Fundamental Research Funds for the Central Universities(20lgpy81)

Chiral organosulfur compounds have a wide range of applications in the fields of medicinal chemistry and asymmetric synthesis. The development of new methods for the preparation of these compounds is an important task in organic synthetic chemistry. Enantioselective electrophilic thiolation of alkenes has emerged as a straightforward pathway for the synthesis of chiral sulfides. By this fashion, both the thio group and another valuable functional group can be introduced simultaneously into the parent alkene molecules. We designed and synthesized a series of chiral bifunctional chalcogenide catalysts and successfully applied them to intra- and inter-molecular enantioselective trifluoromethylthiolation, alkylthiolation, arylthiolation of different kinds of alkenes. A variety of chiral sulfides were obtained with high enantioselectivities. The recent advances in chiral bifunctional chalcogenide catalyzed enantioselective thiofunctionalization of alkenes developed by our group are summarized, and the prospect of this field is also discussed.

Key words: organocatalysis, chiral bifunctional chalcogenide catalysis, asymmetric catalysis, alkene difunctionalization, chiral sulfide