Recent Advances in Synthesis of Chiral Tertiary Amines via Asymmetric Catalysis Involving Metal-Hydride Species

被引:0
|
作者
Fan Tianxiang [1 ]
Liu Yuanyuan [1 ]
机构
[1] East China Normal Univ, Sch Chem & Mol Engn, Shanghai 200241, Peoples R China
基金
中国国家自然科学基金;
关键词
tertiary amine; asymmetric catalysis; metal-hydride species; hydrogenation; hydroamination; METHODOLOGY COOPERATIVE CATALYSIS; REDUCTIVE AMINATION; ENANTIOSELECTIVE SYNTHESIS; FORMAL HYDROAMINATION; HYDROGENATION; IRIDIUM; ENAMINES; ALKENES; CONSTRUCTION; ALCOHOLS;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral tertiary amines, as a class of important skeleton, exist in various drugs, natural products, and organic functional materials. Therefore, the development of efficient synthetic methods for the preparation of chiral tertiary amines has attracted much attention from chemists and become one of the research hotspots in recent years. Until now, several asymmetric catalytic methods involving metal-hydride species have been developed. According to different reaction types, the research progress in recent years is summarized from four aspects: asymmetric hydroamination, asymmetric hydrogenation, asymmetric reductive amination, and asymmetric amination of alcohols via the `borrowing hydrogen' strategy. At the same time, the corresponding reaction mechanism of each strategy is introduced, and the future development of this field is envisioned.
引用
收藏
页码:3280 / 3294
页数:15
相关论文
共 84 条
  • [1] Metal-Catalyzed Asymmetric Hydrogenation of C=N Bonds
    Abdine, Racha Abed Ali
    Hedouin, Gaspard
    Colobert, Francoise
    Wencel-Delord, Joanna
    [J]. ACS CATALYSIS, 2021, 11 (01): : 215 - 247
  • [2] Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd-PHOX Catalyst
    Adamson, Nathan J.
    Hull, Ethan
    Malcolmson, Steven J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (21) : 7180 - 7183
  • [3] A diversity of recently reported methodology for asymmetric imine reduction
    Barrios-Rivera, Jonathan
    Xu, Yingjian
    Wills, Martin
    Vyas, Vijyesh K.
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (20) : 3312 - 3342
  • [4] Chemo-, Regio-, and Enantioselective Rhodium-Catalyzed Allylation of Triazoles with Internal Alkynes and Terminal Allenes
    Berthold, Dino
    Breit, Bernhard
    [J]. ORGANIC LETTERS, 2018, 20 (03) : 598 - 601
  • [5] Chiral Primary Amine/Ketone Cooperative Catalysis for Asymmetric α-Hydroxylation with Hydrogen Peroxide
    Cai, Mao
    Xu, Kaini
    Li, Yuze
    Nie, Zongxiu
    Zhang, Long
    Luo, Sanzhong
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (02) : 1078 - 1087
  • [6] Direct Catalytic Asymmetric Reductive Amination of Simple Aromatic Ketones
    Chang, Mingxin
    Liu, Shaodong
    Huang, Kexuan
    Zhang, Xumu
    [J]. ORGANIC LETTERS, 2013, 15 (17) : 4354 - 4357
  • [7] Rapid Construction of Structurally Diverse Quinolizidines, Indolizidines, and Their Analogues via Ruthenium-Catalyzed Asymmetric Cascade Hydrogenation/Reductive Amination
    Chen, Ya
    He, Yan-Mei
    Zhang, Shanshan
    Miao, Tingting
    Fan, Qing-Hua
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (12) : 3809 - 3813
  • [8] Highly enantioselective reductive amination of simple aryl ketones catalyzed by Ir-f-Binaphane in the presence of titanium(IV) isopropoxide and iodine
    Chi, YX
    Zhou, YG
    Zhang, XM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10): : 4120 - 4122
  • [9] Trends in the Usage of Bidentate Phosphines as Ligands in Nickel Catalysis
    Clevenger, Andrew L.
    Stolley, Ryan M.
    Aderibigbe, Justis
    Louie, Janis
    [J]. CHEMICAL REVIEWS, 2020, 120 (13) : 6124 - 6196
  • [10] Advances in One-Pot Synthesis through Borrowing Hydrogen Catalysis
    Corma, Avelino
    Navas, Javier
    Sabater, Maria J.
    [J]. CHEMICAL REVIEWS, 2018, 118 (04) : 1410 - 1459