P-chirogenic Trost ligands mediated asymmetric hydrogenation of simple ketones

被引:3
|
作者
Du, Peng [1 ]
Liu, Yan-Lan [1 ]
Lu, Xiao-Bing [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, 2 Linggong Rd, Dalian 116024, Peoples R China
关键词
Asymmetric hydrogenation; P-chirogenic Trost ligands; Simple ketones; Ruthenium; ENANTIOSELECTIVE HYDROGENATION; PHOSPHORUS LIGANDS; ARYL KETONES; CATALYSTS; REDUCTION; COMPLEXES; DIPHOSPHINE; EFFICIENT; ALCOHOLS;
D O I
10.1016/j.tetlet.2020.152386
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a highly active catalyst system consisting of (R-c,R-c,R-p,R-p)-P-chirogenic Trost ligand and [Ru(C6H6)Cl-2](2) for asymmetric hydrogenation of simple ketones, affording the corresponding optically active alcohols in moderate enantioselectivity. A synergetic effect between P- and C-chirogenic centers of the P-chirogenic Trost ligands was observed in this asymmetric hydrogenation process. (C) 2020 Elsevier Ltd. All rights reserved.
引用
收藏
页数:4
相关论文
共 50 条
  • [1] Recent developments in catalytic asymmetric hydrogenation employing P-chirogenic diphosphine ligands
    Crépy, KVL
    Imamoto, T
    ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (1-2) : 79 - 101
  • [2] P-Chirogenic Xantphos Ligands and Related Ether Diphosphines: Synthesis and Application in Rhodium-Catalyzed Asymmetric Hydrogenation
    Holz, Jens
    Rumpel, Katharina
    Spannenberg, Anke
    Paciello, Rocco
    Jiao, Haijun
    Boerner, Armin
    ACS CATALYSIS, 2017, 7 (09): : 6162 - 6169
  • [3] Use of the Trost Ligand in the Ruthenium-Catalyzed Asymmetric Hydrogenation of Ketones
    Cettolin, Mattia
    Puylaert, Pim
    Pignataro, Luca
    Hinze, Sandra
    Gennari, Cesare
    de Vries, Johannes G.
    CHEMCATCHEM, 2017, 9 (16) : 3125 - 3130
  • [4] New P-chirogenic tert.-butyl-xantphos ligands and their application in asymmetric hydrogenation and alkylation
    Holz, Jens
    Wenzel, Gudrun
    Spannenberg, Anke
    Gandelman, Mark
    Boerner, Armin
    TETRAHEDRON, 2020, 76 (17)
  • [5] A Simple Strategy for the Preparation ofP-Chirogenic Trost Ligands with Different Absolute Configurations
    Du, Peng
    Lu, Xiao-Bing
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (31) : 5003 - 5008
  • [6] Iron Catalysts Containing Amine(imine)diphosphine P-NH-N-P Ligands Catalyze both the Asymmetric Hydrogenation and Asymmetric Transfer Hydrogenation of Ketones
    Zuo, Weiwei
    Tauer, Sebastian
    Prokopchuk, Demyan E.
    Morris, Robert H.
    ORGANOMETALLICS, 2014, 33 (20) : 5791 - 5801
  • [7] P-chirogenic organophosphorus acid-bases in asymmetric organocatalysis
    Remond, Emmanuelle
    Juge, Sylvain
    CHIMICA OGGI-CHEMISTRY TODAY, 2014, 32 (04) : 49 - 55
  • [8] P-Chirogenic Triazole-Based Phosphine: Synthesis, Coordination Chemistry, and Asymmetric Catalysis
    Bayardon, Jerome
    Rousselle, Benjamin
    Rousselin, Yoann
    Bonnin, Quentin
    Malacea-Kabbara, Raluca
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (30) : 4723 - 4729
  • [9] (Primary Amido)-ene(amido) Ni(II) Catalysts Containing a P-Chirogenic Substituted Ferrocene Moiety for Highly Enantioselective Asymmetric Transfer Hydrogenation of Ketones
    Chen, Hong
    Zuo, Weiwei
    ORGANOMETALLICS, 2024, 43 (06) : 665 - 676
  • [10] Iridium Catalysts with f-Amphox Ligands: Asymmetric Hydrogenation of Simple Ketones
    Wu, Weilong
    Liu, Shaodong
    Duan, Meng
    Tan, Xuefeng
    Chen, Caiyou
    Xie, Yun
    Lan, Yu
    Dong, Xin-Qin
    Zhang, Xumu
    ORGANIC LETTERS, 2016, 18 (12) : 2938 - 2941