Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (4): 856-872.DOI: 10.6023/cjoc201910039 Previous Articles     Next Articles


严丽君a, 闫玉鑫a, 陈雪冰b, 王永超a   

  1. a 云南师范大学职业技术教育学院 昆明 650092;
    b 红河学院理学院 云南蒙自 661199
  • 收稿日期:2019-10-31 修回日期:2019-12-02 发布日期:2020-05-06
  • 通讯作者: 王永超, 陈雪冰;
  • 基金资助:

Advances in Multicomponent Asymmetric Cascade Synthesis Involving Hydrogen-Bond-Activated Nitroolefins

Yan Lijuna, Yan Yuxina, Chen Xuebingb, Wang Yongchaoa   

  1. a College of Vocational and Technical Education, Yunnan Normal University, Kunming 650092;
    b School of Science, Honghe University, Mengzi, Yunnan 6611992
  • Received:2019-10-31 Revised:2019-12-02 Published:2020-05-06
  • Supported by:
    Project supported by the Applied Basic Research Project Foundation of Yunnan Provincial Department of Science and Technology (Nos. 2018FD016, 2017FD073, 2017FD156).

Organocatalytic multicomponent asymmetric cascade reaction is generally regarded as one of the most effective methods for constructing complex chiral compounds. Bifunctional chiral catalysts are an important class of single-molecule double-activated organic catalysts, which can simultaneously activate hydrogen bonds of multiple reactive substrates to achieve the formation of multiple new bonds and stereoselective control of multiple chiral centers. Nitroolefins are important organic reaction synthons, which can participate in a variety of asymmetric cascade reactions by hydrogen bond activation. In this paper, the recent advances in nitroolefins-involved multicomponent asymmetric cascade reactions catalyzed by bifunctional organocatalysts involving chiral bifunctional thiourea amines, squaramide amines and other bifunctional catalysts are reviewed. Specifically, the catalytic systems, characteristics, mechanisms are systematically expounded, and the application of this research field is also prospected.

Key words: bifunctional catalysts, hydrogen-bond activation, nitroolefin, multicomponent reactions, asymmetric synthesis, cascade reaction