A diversity of recently reported methodology for asymmetric imine reduction

被引:51
作者
Barrios-Rivera, Jonathan [1 ]
Xu, Yingjian [2 ]
Wills, Martin [1 ]
Vyas, Vijyesh K. [1 ]
机构
[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
[2] GoldenKeys High Tech Mat Co Ltd, Bldg B,Innovat & Entrepreneurship Pk, Guian New Area, Guizhou, Peoples R China
关键词
CATALYZED ENANTIOSELECTIVE HYDROGENATION; CHIRAL LIGANDS; CYCLIC AMINES; KETONES; ACCESS; AMINATION; TETRAHYDROISOQUINOLINES; EFFICIENCY; ALCOHOLS; ESTERS;
D O I
10.1039/d0qo00794c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This review contains an account of recent developments in catalytic, asymmetric processes reported for the reduction of C=N bonds to amines, in which we have attempted to communicate the remarkable diversity of methods which have been reported in recent years, including organometallic and organocatalytic processes.
引用
收藏
页码:3312 / 3342
页数:31
相关论文
共 103 条
  • [1] Asymmetric Transfer Hydrogenation of Unhindered and Non-Electron-Rich 1-Aryl Dihydroisoquinolines with High Enantioselectivity
    Barrios-Rivera, Jonathan
    Xu, Yingjian
    Wills, Martin
    [J]. ORGANIC LETTERS, 2020, 22 (16) : 6283 - 6287
  • [2] Enantioselective Synthesis of Alcohols and Amines by Iridium-Catalyzed Hydrogenation, Transfer Hydrogenation, and Related Processes
    Bartoszewicz, Agnieszka
    Ahlsten, Nanna
    Martin-Matute, Belen
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (23) : 7274 - 7302
  • [3] Asymmetric Hydrogenation of Cyclic Imines and Enamines: Access to 1,5-Benzodiazepine Pharmacophores
    Borrmann, Ruediger
    Koenigs, Rene M.
    Zoller, Jochen
    Rueping, Magnus
    [J]. SYNTHESIS-STUTTGART, 2017, 49 (02): : 310 - 318
  • [4] Iron catalyzed diastereoselective hydrogenation of chiral imines
    Brenna, D.
    Rossi, S.
    Cozzi, F.
    Benaglia, M.
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (27) : 5685 - 5688
  • [5] Chen Y., 2019, ANGEW CHEM, V131, P16987
  • [6] 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
  • [7] Exploitation of differential electronic densities for the stereoselective reduction of ketones bearing a masked amino surrogate
    Chew, Renta Jonathan
    Wills, Martin
    [J]. JOURNAL OF CATALYSIS, 2018, 361 : 40 - 44
  • [8] Mechanisms of the H2-hydrogenation and transfer hydrogenation of polar bonds catalyzed by ruthenium hydride complexes
    Clapham, SE
    Hadzovic, A
    Morris, RH
    [J]. COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) : 2201 - 2237
  • [9] Organocatalytic asymmetric transfer hydrogenation of imines
    de Vries, Johannes G.
    Mrsic, Natasa
    [J]. CATALYSIS SCIENCE & TECHNOLOGY, 2011, 1 (05) : 727 - 735
  • [10] Highly Enantioselective Synthesis of Chiral Tetrahydroquinolines and Tetrahydroisoquinolines by Ruthenium-Catalyzed Asymmetric Hydrogenation in Ionic Liquid
    Ding, Zi-Yuan
    Wang, Tianli
    He, Yan-Mei
    Chen, Fei
    Zhou, Hai-Feng
    Fan, Qing-Hua
    Guo, Qingxiang
    Chan, Albert S. C.
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (18) : 3727 - 3735