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• Review •

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: Revised: Online: Published:
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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

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