Dynamic kinetic resolution:: an efficient route to anti α-amino-β-hydroxy esters via Ru-SYNPHOS® catalyzed hydrogenation

被引：59
|
作者：
Mordant, C [1 ]
Dünkelmann, P [1 ]
Ratovelomanana-Vidal, V [1 ]
Genet, JP [1 ]
机构：
[1] Ecole Natl Super Chim Paris, CNRS, UMR 7573, Lab Synth Select Organ & Prod Nat, F-75231 Paris 05, France
来源：
CHEMICAL COMMUNICATIONS | 2004年 / 11期
关键词：
D O I：
10.1039/b401631a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The Ru(II)-catalyzed hydrogenation of alpha-amino-beta-keto esters as their hydrochloride salts affords preparation of the corresponding anti alpha-amino-beta-hydroxy esters under mild conditions with high diastereoselectivities and enantioselectivities via dynamic kinetic resolution.
引用
收藏
页码：1296 / 1297
页数：2
相关论文
共 50 条
  • [41] Asymmetric Synthesis of Hydroxy Esters with Multiple Stereocenters via a Chiral Phosphoric Acid Catalyzed Kinetic Resolution
    Qabaja, Ghassan
    Benavides, Amanda R.
    Liu, Shubin
    Petersen, Kimberly S.
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (01): : 133 - 140
  • [42] Enantio- and Diastereoselective Synthesis of Chiral Syn-Aryl β-Hydroxy α-Amino Esters via Biocatalytic Dynamic Reductive Kinetic Resolution
    Zhang, Qing-Chun
    Lu, Zuo-Lin
    Hu, Chen
    Zhu, Kejie
    Jiang, Meifen
    Huang, Zedu
    Chen, Fener
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (07) : 1700 - 1703
  • [43] Highly efficient and enantioselective synthesis of β-heteroaryl amino alcohols via Ru-catalyzed asymmetric hydrogenation
    Wu, Chao
    Ma, Baode
    Chen, Gen-Qiang
    Zhang, Xumu
    CHEMICAL COMMUNICATIONS, 2022, 58 (91) : 12696 - 12699
  • [44] Lewis Base Catalyzed Asymmetric Hydrosilylation of α-Substituted β-Enamino Esters: Facile Access to Enantioenriched β2-Amino Esters via Dynamic Kinetic Resolution
    Shu, Chang
    Hu, Xiao-Yan
    Li, Shuai-Shuai
    Yuan, Wei-Cheng
    Zhang, Xiao-Mei
    SYNLETT, 2014, 25 (13) : 1879 - 1882
  • [45] Highly efficient synthesis of enantioenriched vicinal halohydrins via Ir-catalyzed asymmetric hydrogenation using dynamic kinetic resolution
    He, Bin
    Chen, Gen-Qiang
    Zhang, Xumu
    CHEMICAL COMMUNICATIONS, 2024, 60 (72) : 9785 - 9788
  • [46] Ru-Prolinamide-Catalyzed Asymmetric Transfer Hydrogenation of Racemic β-Heterosubstituted Cycloalkanones Driven by Dynamic Kinetic Resolution
    Vyas, Vijyesh K.
    Bhanage, Bhalchandra M.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 7 (02) : 346 - 349
  • [47] Stereoselective synthesis of anti-β-hydroxy-α-amino acids through dynamic kinetic resolution
    Makino, K
    Goto, T
    Hiroki, Y
    Hamada, Y
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (07) : 882 - 884
  • [48] Enantioselective and Diastereoselective Ir-Catalyzed Hydrogenation of α-Substituted β-Ketoesters via Dynamic Kinetic Resolution
    Gu, Guoxian
    Lu, Jiaxiang
    Yu, Ouran
    Wen, Jialin
    Yin, Qin
    Zhang, Xumu
    ORGANIC LETTERS, 2018, 20 (07) : 1888 - 1892
  • [49] Iridium-Catalyzed Asymmetric Hydrogenation of Racemic β-Keto Lactams via Dynamic Kinetic Resolution
    Bao, Deng-Hui
    Gu, Xue-Song
    Xie, Jian-Hua
    Zhou, Qi-Lin
    ORGANIC LETTERS, 2017, 19 (01) : 118 - 121
  • [50] Efficient access to enantiomerically pure cyclic α-amino esters through a lipase-catalyzed kinetic resolution
    Alatorre-Santamaria, Sergio
    Rodriguez-Mata, Maria
    Gotor-Fernandez, Vicente
    de Mattos, Marcos Carlos
    Sayago, Francisco J.
    Jimenez, Ana I.
    Cativiela, Carlos
    Gotor, Vicente
    TETRAHEDRON-ASYMMETRY, 2008, 19 (14) : 1714 - 1719
12345