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

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

综述与进展

手性伯胺作为有机催化剂对亚胺的不对称反应研究进展

  • 张永娜 ,
  • 段慧欣 ,
  • 汪游清
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  • 河南大学化学化工学院 河南省多酸化学重点实验室 河南省天然药物与免疫工程重点实验室 河南开封 475004

收稿日期: 2019-08-22

  修回日期: 2019-11-01

  网络出版日期: 2020-03-04

基金资助

国家自然科学基金（No.U1404211）、河南省教育厅科学技术研究重点（No.14A150029）资助项目.

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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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摘要

在不对称有机催化领域，手性伯胺化合物是一类特别的有机小分子催化剂.作为手性仲胺催化剂的补充，它可以与羰基化合物形成烯胺或者亚胺盐活性中间体来催化各类不对称反应，在许多不对称转化中具有高对映选择性.对亚胺化合物（包括反应过程中涉及到的亚胺中间体）的碳氮双键官能团的不对称1，2加成，是获得α位手性含氮化合物的有效手段.近年来手性伯胺催化剂对亚胺的高对映选择性的不对称反应取得了一定的进展，因此对这一领域进行了综述和展望.

关键词： 手性; 伯胺; 亚胺; 不对称催化; 有机催化剂

本文引用格式

张永娜 , 段慧欣 , 汪游清 . 手性伯胺作为有机催化剂对亚胺的不对称反应研究进展[J]. 有机化学, 2020 , 40(6) : 1514 -1528 . DOI: 10.6023/cjoc201908030

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

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