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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 6: 1514 - 1528

DOI: https://doi.org/10.6023/cjoc201908030

Research Progress in Asymmetric Reactions of Imines Using Chiral Primary Amines as Organocatalysts

  • Zhang Yongna ,
  • Duan Hui-Xin ,
  • Wang You-Qing
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  • College of Chemistry and Chemical Engineering, Henan Key Laboratory of Polyoxometalate Chemistry, Provincial Key Laboratory of Natural Medicine and Immuno-Engineering, Henan University, Kaifeng, Henan 475004

Received date: 2019-08-22

  Revised date: 2019-11-01

  Online published: 2020-03-04

Supported by

Project supported by the National Natural Science Foundation of China (No. U1404211), and the Key Scientific and Technological Research Projects of Henan Education Department (No. 14A150029).

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Abstract

Chiral primary amine is a kind of important small organic molecule catalyst in the field of asymmetric organocatalysis. Like secondary amine catalyst, primary amine can react with carbonyl compounds to form reactive intermediate of enamine or iminium to catalyze various asymmetric reactions, achieving excellent enantioselectivities. The catalytic asymmetric 1,2-addition to the electrophilic C=N double bond of imines (involving imine intermediates in the reaction process) is the most efficient way to obtain nitrogen-containing compounds bearing α-chiral center. In recent years, the highly enantioselective asymmetric reaction of imines by chiral primary amine catalysts has made some progress, so this topic is summarized and prospected.

Key words： chirality; primary amines; imines; asymmetric catalysis; organocatalysts

Cite this article

Zhang Yongna , Duan Hui-Xin , Wang You-Qing . Research Progress in Asymmetric Reactions of Imines Using Chiral Primary Amines as Organocatalysts[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1514 -1528 . DOI: 10.6023/cjoc201908030

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