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
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
  • [21] Kinetic resolution of azaflavanones via a RuPHOX-Ru catalyzed asymmetric hydrogenation
    Zhu, Yue
    Zhou, Jiayu
    Li, Jing
    Xu, Kai
    Ye, Jianxun
    Lu, Yufei
    Liu, Delong
    Zhang, Wanbin
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (23) : 6609 - 6615
  • [22] Dynamic Kinetic Resolution of α-Keto Esters via Asymmetric Transfer Hydrogenation
    Steward, Kimberly M.
    Gentry, Emily C.
    Johnson, Jeffrey S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (17) : 7329 - 7332
  • [23] Asymmetric Hydrogenation of a-Amino Esters into Optically Active β-Amino Alcohols through Dynamic Kinetic Resolution Catalyzed by Ruthenabicyclic Complexes
    Ishikawa, Hiroki
    Yurino, Taiga
    Komatsu, Ryo
    Gao, Ming-Yuan
    Arai, Noriyoshi
    Touge, Taichiro
    Matsumura, Kazuhiko
    Ohkuma, Takeshi
    ORGANIC LETTERS, 2023, 25 (13) : 2355 - 2360
  • [25] Dynamic kinetic resolution catalyzed by Ir axially chiral phosphine catalyst:: Asymmetric synthesis of anti aromatic β-hydroxy-α-amino acid esters
    Makino, K
    Hiroki, Y
    Hamada, Y
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (16) : 5784 - 5785
  • [26] Dynamic kinetic resolution of amino acid amide catalyzed by D-aminopeptidase and α-amino-ε-caprolactam racemase
    Asano, Y
    Yamaguchi, S
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (21) : 7696 - 7697
  • [27] Stereoselective synthesis of syn β-hydroxy cycloalkane carboxylates:: transfer hydrogenation of cyclic β-keto esters via dynamic kinetic resolution
    Ros, Abel
    Magriz, Antonio
    Dietrich, Hansjoerg
    Lassaletta, Jose M.
    Fernandez, Rosario
    TETRAHEDRON, 2007, 63 (32) : 7532 - 7537
  • [28] Efficient lipase-catalyzed kinetic resolution of and dynamic kinetic resolution of β-hydroxy nitriles.: Correction of absolute configuration and transformation to chiral β-hydroxy acids and γ-amino alcohols
    Pàmies, O
    Bäckvall, JE
    ADVANCED SYNTHESIS & CATALYSIS, 2002, 344 (09) : 947 - 952
  • [29] Ru-catalyzed asymmetric transfer hydrogenation of racemic /3-keto γ-lactams via dynamic kinetic resolution
    Malekar, Pushpa, V
    More, Ganesh, V
    Ramana, Chepuri, V
    TETRAHEDRON, 2024, 167
  • [30] Highly Diastereo- and Enantioselective Access to syn-α-Amido β-Hydroxy Esters via Ruthenium-Catalyzed Dynamic Kinetic Resolution-Asymmetric Hydrogenation
    Lu, Bin
    Wu, Xiaoyu
    Li, Chengyang
    Ding, Guangni
    Li, Wanfang
    Xie, Xiaomin
    Zhang, Zhaoguo
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (06): : 3201 - 3213