Cobalt-catalysed enantioselective C(sp3)–C(sp3) coupling

被引:0
|
作者
Yan Li
Wan Nie
Zhe Chang
Jia-Wang Wang
Xi Lu
Yao Fu
机构
[1] University of Science and Technology of China,Hefei National Laboratory for Physical Sciences at the Microscale, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, Center for Excellence in Molecular Syn
[2] Hefei Comprehensive National Science Center,Institute of Energy
来源
Nature Catalysis | 2021年 / 4卷
关键词
D O I
暂无
中图分类号
学科分类号
摘要
Enantioselective C(sp3)–C(sp3) coupling substantially impacts organic synthesis but remains challenging. Cobalt has played an important role in the development of homogeneous organometallic catalysis, but there are few examples of its use in asymmetric cross-coupling. Here we report a cobalt-catalysed enantioselective C(sp3)–C(sp3) coupling reaction, namely, alkene hydroalkylation, to access chiral fluoroalkanes. This reaction represents a catalyst-controlled enantioselective coupling mode in which a tailor-made auxiliary is unnecessary; via this reaction, an aliphatic C–F stereogenic centre can be introduced at the desired position in an alkyl chain.
引用
收藏
页码:901 / 911
页数:10
相关论文
共 50 条
  • [41] Nickel-electrocatalysed C(sp3)–C(sp3) cross-coupling of unactivated alkyl halides
    Pengfei Li
    Zile Zhu
    Chengcheng Guo
    Guangsheng Kou
    Siyi Wang
    Pengfei Xie
    Dengke Ma
    Tian Feng
    Yanwei Wang
    Youai Qiu
    Nature Catalysis, 2024, 7 : 412 - 421
  • [42] Iron-Catalyzed C(sp3)-C(sp3) Bond Formation through C(sp3)-H Functionalization: A Cross-Coupling Reaction of Alcohols with Alkenes
    Zhang, Shu-Yu
    Tu, Yong-Qiang
    Fan, Chun-An
    Zhang, Fu-Min
    Shi, Lei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (46) : 8761 - 8765
  • [43] Nickel-electrocatalysed C(sp3)-C(sp3) cross-coupling of unactivated alkyl halides
    Li, Pengfei
    Zhu, Zile
    Guo, Chengcheng
    Kou, Guangsheng
    Wang, Siyi
    Xie, Pengfei
    Ma, Dengke
    Feng, Tian
    Wang, Yanwei
    Qiu, Youai
    NATURE CATALYSIS, 2024, 7 (04) : 412 - 421
  • [44] Expedient Access to Underexplored Chemical Space: Deoxygenative C(sp3)-C(sp3) Cross-Coupling
    Lyon, William L.
    MacMillan, David W. C.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (14) : 7736 - 7742
  • [45] A General C(sp3)-C(sp3) Cross-Coupling of Benzyl Sulfonylhydrazones with Alkyl Boronic Acids
    Merchant, Rohan R.
    Lopez, Jovan A.
    ORGANIC LETTERS, 2020, 22 (06) : 2271 - 2275
  • [46] Cobalt-Catalyzed Oxidative C(sp3)-H Phosphonylation for α-Aminophosphonates via C(sp3)-H/P(O)-H Coupling
    Lin, Binzhou
    Shi, Shanshan
    Lin, Rongcan
    Cui, Yiqun
    Fang, Meijuan
    Tang, Guo
    Zhao, Yufen
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (12): : 6754 - 6761
  • [47] Transition-Metal-Free Radical C(sp3)-C(sp2) and C(sp3)-C(sp3) Coupling Enabled by 2-Azaallyls as Super-Electron-Donors and Coupling-Partners
    Li, Minyan
    Berritt, Simon
    Matuszewski, Lucas
    Deng, Guogang
    Pascual-Escudero, Ana
    Panetti, Grace B.
    Poznik, Michal
    Yang, Xiaodong
    Chruma, Jason J.
    Walsh, Patrick J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (45) : 16327 - 16333
  • [48] Divergent Access to Chiral C2-and C3-Alkylated Pyrrolidines by Catalyst-Tuned Regio- and Enantioselective C(sp3)-C(sp3) Coupling
    Wang, Xuchao
    Xue, Jing
    Rong, Zi-Qiang
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (28) : 15456 - 15464
  • [49] Enantioselective Decarboxylative C(sp3)-C(sp3) Cross-Coupling of Aliphatic Redox-Active Esters with gem-Borazirconocene Alkanes
    Wang, Jing
    Bai, Songlin
    Yang, Chao
    Qi, Xiangbing
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (39) : 27070 - 27079
  • [50] Advances on Nickel-Catalyzed C(sp3)-C(sp3) Bond Formation
    Cheng Lei
    Zhou Qilin
    ACTA CHIMICA SINICA, 2020, 78 (10) : 1017 - 1029