Enantioselective Carbonyl Catalysis Enabled by Chiral Aldehydes

被引:89
|
作者
Wang, Qiang [1 ]
Gu, Qing [1 ]
You, Shu-Li [1 ,2 ]
机构
[1] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin, Peoples R China
关键词
asymmetric catalysis; carbonyl catalysis; chiral aldehydes; Mannich reaction; organocatalysis; ALPHA-AMINO-ACIDS; ASYMMETRIC BIOMIMETIC TRANSAMINATION; PHASE-TRANSFER CATALYSIS; CLAISEN-TYPE ADDITION; INDUCED INTRAMOLECULARITY; ALLYLIC ALKYLATION; PYRIDOXAL; EPOXIDATION; THREONINE; GLYCINE;
D O I
10.1002/anie.201808700
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Organocatalytic methods have achieved spectacular advancements for the preparation of chiral molecules in highly enantioenriched forms. The fast development of this field can mainly be attributed to the evolution of general and reliable activation modes. The discovery and identification of new activation modes are therefore highly desirable to push the boundaries of asymmetric reactions. In this Minireview, recent advances in enantioselective carbonyl catalysis, one useful subbranch of organocatalysis for the efficient activation of simple amines, will be summarized. With elegantly designed chiral aldehyde catalysts, highly enantioselective and efficient asymmetric reactions can be developed. Continued development of enantioselective carbonyl catalysis is expected in the future.
引用
收藏
页码:6818 / 6825
页数:8
相关论文
共 50 条
  • [41] Enantioselective catalysis with chiral phosphine oxide preligands
    Dubrovina, NV
    Börner, A
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (44) : 5883 - 5886
  • [42] Enantioselective α-fluorination of carbonyl compounds:: Organocatalysis or metal catalysis?
    Pihko, PM
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (04) : 544 - 547
  • [43] Chiral α-Arylethanamines: An Organocatalyst for the Enantioselective α-Amination of Branched Aldehydes
    Fu, Ji-Ya
    Wang, Qi-Lin
    Peng, Lin
    Gui, Yong-Yuan
    Wang, Fan
    Tian, Fang
    Xu, Xiao-Ying
    Wang, Li-Xin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (14) : 2864 - 2868
  • [44] Enantioselective alkylation of aldehydes with chiral organomagnesium amides (COMAs)
    Yong, KH
    Taylor, NJ
    Chong, JM
    ORGANIC LETTERS, 2002, 4 (21) : 3553 - 3556
  • [45] CHIRAL PIPERAZINES AS CATALYSTS FOR THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES
    FUJI, K
    TANAKA, K
    MIYAMOTO, H
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1993, 41 (09) : 1557 - 1561
  • [46] Enantioselective allylation of aldehydes with chiral allyl organolanthanide reagents
    Qian, CT
    Huang, TS
    CHINESE JOURNAL OF CHEMISTRY, 1998, 16 (03) : 272 - 276
  • [47] Bifunctional Chiral Electrocatalysts Enable Enantioselective α-Alkylation of Aldehydes
    Zhang, Jiayin
    Guo, Chang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (11) : 3566 - 3567
  • [48] Enantioselective addition of diethylzinc to aldehydes catalyzed by chiral hydroxymethylthiazolidines
    Kim, SH
    Chung, ST
    Jin, MJ
    JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, 1998, 4 (04) : 345 - 347
  • [49] ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES VIA METALATED CHIRAL HYDRAZONES
    ENDERS, D
    EICHENAUER, H
    TETRAHEDRON LETTERS, 1977, (02) : 191 - 194
  • [50] Synthesis of Chiral Pyridylphenols for the Enantioselective Addition of Diethylzinc to Aldehydes
    Wu, Pei-Shan
    Chen, Chinpiao
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2012, 59 (06) : 768 - 781