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Trost氮杂半冠醚手性配体在不对称催化反应中的应用

李高伟1, 王晓娟2, 赵文献1*, 鲁刘杰2, 刘冠军2, 王敏灿2*   

  1. 1. 商丘师范学院化学化工学院 有机新材料合成重点实验室 商丘 476000;
    2. 郑州大学化学系 郑州 450052
  • 收稿日期:2011-06-01 修回日期:2011-08-01 出版日期:2012-03-24 发布日期:2011-11-25
  • 通讯作者: 赵文献, 王敏灿 E-mail:zhwx195812@yahoo.com.cn; wangmincan@zzu.edu.cn
  • 基金资助:

    国家自然科学基金项目(No.20972140,20972091,21172139)和河南省教育厅自然科学研究计划项目(No.2011B150029)资助

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导出 被引次数 ( 5 | 1 )

Trost-Type Chiral Semi-Azacrown Ether Ligands in Asymmetric Catalysis

Li Gaowei1, Wang Xiaojuan2, Zhao Wenxian1*, Lu Liujie2, Liu Guanjun2, Wang Mincan2*   

  1. 1. Key Laboratory of New Organic Materials Synthesis, School of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, China;
    2. Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China
  • Received:2011-06-01 Revised:2011-08-01 Online:2012-03-24 Published:2011-11-25
双功能手性金属络合物催化的不对称反应是目前有机化学研究的热点之一。本文综述了氮杂半冠醚手性配体与金属有机试剂络合的双金属催化剂,在催化不对称aldol反应、不对称Henry反应、不对称Michael反应、不对称Mannich反应、不对称Friedel-Crafts烷基化反应、不对称炔基化反应、不对称硅氰化反应、共聚反应、去对称化反应以及不对称Nozaki-Hiyama烯丙基化反应体系中的应用进展,重点介绍了不同催化体系对催化剂和反应底物之间立体效应和电子效应的影响,总结了控制反应立体选择性的规律以及有关催化反应的机理。
关键词： 手性氮杂半冠醚配体, 双金属催化剂, 不对称催化
Bifunctional asymmetric metal-catalysis has attracted a considerable amount attention for organic chemists. This review provides an overview of recent advances on the dinuclear metal catalysts and their applications in asymmetric catalytic reactions, including aldol reaction, Henry reaction, Michael addition reaction, Mannich reaction, Friedel-Crafts alkylation reaction, Nozaki-Hiyama allylation, enantioselective alkynylation, cyanosilylation, desymmetrization and copolymerization, with an emphasis on the clarification of the relationship between either sterical or electronic effects of catalysts and substrates in different catalyst systems, and summarizing the regulation that controls the stereoselectivity and proposed mechanism of the reaction. Contents
1 Introduction
2 The applications of Trost-type chiral semi-azacrown ether ligand in asymmetric catalysis
2.1 Asymmetric aldol reaction
2.2 Asymmetric Mannich-type reaction
2.3 Asymmetric Henry reaction
2.4 Asymmetric Michael addition reaction
2.5 Asymmetric alkynylation of aldehydes
2.6 Cyanosilylation of aldehydes
2.7 Asymmetric Friedel-Crafts alkylation reaction
2.8 Asymmetric desymmetrization
2.9 Copolymerization of cyclohexene oxide with CO2
2.10 Nozaki-Hiyama allylation
3 Conclusion and perspectives
Key words: chiral semi-azacrown ether ligand, dinuclear metal catalysts, asymmetric catalysis

中图分类号: 

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