Recent developments for intermolecular enantioselective amination of non-acidic C(sp3)-H bonds

被引:12
|
作者
Li, Heng-Hui [1 ]
Chen, Xuemeng [1 ]
Kramer, Soren [1 ]
机构
[1] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark
关键词
C-H AMINATION; FUNCTIONALIZATION; AMIDATION; DIRHODIUM(II); CATALYSTS; INSERTION;
D O I
10.1039/d3sc04643e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantioenriched chiral amines are of exceptional importance in the pharmaceutical industry. Recently, several new methods for the installation of these functional groups directly from non-acidic C(sp(3))-H bonds by catalytic intermolecular enantioselective amination have been reported. These methods represent significant advances of the field and most of them display high levels of enantioselectivity, utilize the C(sp(3))-H substrate as the limiting reagent, feature good functional group tolerance, and show compatibility with late-stage C(sp(3))-H amination of advanced substrates. This perspective provides an overview of the recent developments in this rapidly advancing field and outlines possibilities and limitations, which will help identify unsolved challenges and guide future research efforts.
引用
收藏
页码:13278 / 13289
页数:12
相关论文
共 50 条
  • [21] Intermolecular C(sp3)-H Amination Promoted by Internal Oxidants: Synthesis of Trifluoroacetylated Hydrazones
    Zhu, Chuanle
    Zeng, Hao
    Chen, Fulin
    Yang, Zhiyi
    Cai, Yingying
    Jiang, Huanfeng
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (52) : 17215 - 17219
  • [22] Enzymatic Primary Amination of Benzylic and Allylic C(sp3)-H Bonds
    Jia, Zhi-Jun
    Gao, Shilong
    Arnold, Frances H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (23) : 10279 - 10283
  • [23] Electro-oxidative C(sp3)-H Amination of Azoles via Intermolecular Oxidative C(sp3)-H/N-H Cross-Coupling
    Wu, Jiwei
    Zhou, Yi
    Zhou, Yuchen
    Chiang, Chien-Wei
    Lei, Aiwen
    ACS CATALYSIS, 2017, 7 (12): : 8320 - 8323
  • [24] An enzymatic platform for the asymmetric amination of primary, secondary and tertiary C(sp3)-H bonds
    Yang, Yang
    Cho, Inha
    Qi, Xiaotian
    Liu, Peng
    Arnold, Frances H.
    NATURE CHEMISTRY, 2019, 11 (11) : 987 - 993
  • [25] Copper-Catalyzed Amination of C(sp3)-H bonds: From Anilides to Indolines
    Long, Jinguo
    Le, Liyuan
    Iwasaki, Takanori
    Qiu, Renhua
    Kambe, Nobuaki
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (02) : 482 - 492
  • [26] Iron-Catalyzed Oxidative Amination of Benzylic C(sp3)-H Bonds with Anilines
    Song, Yan-Ling
    Li, Bei
    Xie, Zhen-Biao
    Wang, Dan
    Sun, Hong-Mei
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (24) : 17975 - 17985
  • [27] Catalytic Intermolecular C(sp3)-H Amination with Sulfamates for the Asymmetric Synthesis of Amines
    Nasrallah, Ali
    Lazib, Yanis
    Boquet, Vincent
    Darses, Benjamin
    Dauban, Philippe
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2020, 24 (05) : 724 - 728
  • [28] Ruthenium-Catalyzed Intermolecular Direct Silylation of Unreactive C(sp3)-H Bonds
    Li, Wei
    Huang, Xiaolei
    You, Jingsong
    ORGANIC LETTERS, 2016, 18 (04) : 666 - 668
  • [29] Efficient Amination of Activated and Non-Activated C(sp3)-H Bonds with a Simple Iron-Phenanthroline Catalyst
    Jarrige, Lucie
    Zhou, Zijun
    Hemming, Marcel
    Meggers, Eric
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (12) : 6314 - 6319
  • [30] Iron-catalyzed efficient intermolecular amination of C(sp3)-H bonds with bromamine-T as nitrene source
    Wang, Haiyu
    Li, Yuxi
    Wang, Zhiming
    Lou, Jun
    Xiao, Yuling
    Qiu, Guofu
    Hu, Xianming
    Altenbach, Hans-Josef
    Liu, Peng
    RSC ADVANCES, 2014, 4 (48): : 25287 - 25290