Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (9): 3188-3195.DOI: 10.6023/cjoc202303035 Previous Articles     Next Articles


程春霞, 吴露平, 沙风, 伍新燕*()   

  1. 华东理工大学化学与分子工程学院 结构可控先进功能材料及其制备教育部重点实验室 上海 200237
  • 收稿日期:2023-03-23 修回日期:2023-05-18 发布日期:2023-06-06
  • 基金资助:
    上海市自然科学基金(19ZR1412300); 上海市浦江人才计划(18PJD010)

Enantioselective Vinylogous Allylic Alkylation of Coumarins with Morita-Baylis-Hillman Carbonates Catalyzed by Chiral Phosphine-Amide

Chun-Xia Cheng, Lu-Ping Wu, Feng Sha, Xin-Yan Wu()   

  1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Shanghai 200237
  • Received:2023-03-23 Revised:2023-05-18 Published:2023-06-06
  • Contact: E-mail:
  • Supported by:
    Natural Science Foundation of Shanghai(19ZR1412300); Shanghai Pujiang Program(18PJD010)

An organocatalytic enantioselective direct vinylogous allylic alkylation between coumarins and racemic Morita- Baylis-Hillman carbonates has been developed. With 10~15 mol% a chiral cyclohexane-based phosphine-amide C10, a wide range of densely functionalized coumarin derivatives have been achieved in 87%~99% yields and up to 98% ee.

Key words: allylic alkylation, asymmetric catalysis, chiral phosphine, organocatalysis, vinylogous reaction