Synthesis of Planar Chiral Ferrocenes by Transition-Metal-Catalyzed Enantioselective C-H Activation

被引:105
|
作者
Zhu, Dao-Yong [1 ]
Chen, Ping [2 ]
Xia, Ji-Bao [1 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, Suzhou Res Inst LICP, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
[2] Nanyang Inst Technol, Dept Biochem Engn, Nanyang 473004, Peoples R China
关键词
C-H activation; enantioselective catalysis; ferrocenes; planar chirality; transition-metal catalysis; ASYMMETRIC-SYNTHESIS; BOND ACTIVATION; QUATERNARY STEREOCENTERS; KINETIC RESOLUTION; ORTHO-LITHIATION; LIGANDS; DERIVATIVES; SILYLATION; ALKYLATION; C(SP(2))-H;
D O I
10.1002/cctc.201500895
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
This minireview focuses on recent advancements in the synthesis of planar chiral ferrocenes by means of transition-metal-catalyzed enantioselective C-H activation. Enantioenriched planar chiral ferrocenes are synthesized through simple straightforward asymmetric carbon-carbon or carbon-hetero-atom bond-formation reactions. In these reports, site selectivity of ferrocene C-H activation is controlled by two strategies, coordination direction and intramolecular cyclization. Herein the significance of these results is summarized.
引用
收藏
页码:68 / 73
页数:6
相关论文
共 50 条
  • [1] Synthesis of Planar Chiral Ferrocenes via Transition-Metal-Catalyzed Direct C-H Bond Functionalization
    Huang, Jianpian
    Gu, Qing
    You, Shuli
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (01) : 51 - 61
  • [2] Synthesis of Planar Chiral Ferrocenes via Transition-Metal-Catalyzed Direct C-H Bond Functionalization
    Gao, De-Wei
    Gu, Qing
    Zheng, Chao
    You, Shu-Li
    ACCOUNTS OF CHEMICAL RESEARCH, 2017, 50 (02) : 351 - 365
  • [3] Recent Advances in Transition-Metal-Catalyzed Enantioselective Syntheses of Planar Chiral Ferrocenes
    Wang, Yanfang
    Zhang, An'an
    Liu, Lantao
    Kang, Jianxun
    Zhang, Fuqinag
    Ma, Wenjin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2015, 35 (07) : 1399 - 1406
  • [4] Synthesis of planar chiral ferrocenes via enantioselective remote C-H activation
    Zhou, Lan
    Cheng, Hong-Gang
    Li, Lisha
    Wu, Kevin
    Hou, Jing
    Jiao, Chengkang
    Deng, Shuang
    Liu, Zirui
    Yu, Jin-Quan
    Zhou, Qianghui
    NATURE CHEMISTRY, 2023, 15 (06) : 815 - +
  • [5] Transition-metal-catalyzed enantioselective C-H silylation
    Ge, Yicong
    Huang, Xingfen
    Ke, Jie
    He, Chuan
    CHEM CATALYSIS, 2022, 2 (11): : 2898 - 2928
  • [6] Rh-Catalyzed Asymmetric C-H Activation for the Synthesis of Planar Chiral Ferrocenes
    Duan, Wei-Liang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (12) : 3598 - 3599
  • [7] Development of Chiral Ligands for the Transition-Metal-Catalyzed Enantioselective Silylation and Borylation of C-H Bonds
    Su, Bo
    Hartwig, John F.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (09)
  • [8] Chiral Transient Directing Groups in Transition-Metal-Catalyzed Enantioselective C-H Bond Functionalization
    Lapuh, Maria, I
    Mazeh, Sara
    Besset, Tatiana
    ACS CATALYSIS, 2020, 10 (21) : 12898 - 12919
  • [9] Synthesis of planar chiral ferrocenes via enantioselective remote C–H activation
    Lan Zhou
    Hong-Gang Cheng
    Lisha Li
    Kevin Wu
    Jing Hou
    Chengkang Jiao
    Shuang Deng
    Zirui Liu
    Jin-Quan Yu
    Qianghui Zhou
    Nature Chemistry, 2023, 15 : 815 - 823
  • [10] Biaryl Synthesis via Electrooxidative Transition-Metal-Catalyzed C-H Activation
    Goebel, Jonas F.
    Zeng, Zhongyi
    Goossen, Lukas J.
    SYNTHESIS-STUTTGART, 2022, 54 (03): : 565 - 569