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
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 42期
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
  • [31] Design of P-Chirogenic Aminophosphine-Phosphinite Ligands at Both Phosphorus Centers: Origin of Enantioselectivities in Pd-Catalyzed Allylic Reactions
    Jaillet, Antonin
    Darcel, Christophe
    Bayardon, Jerome
    Schlachter, Adrien
    Salomon, Christine
    Rousselin, Yoann
    Harvey, Pierre
    Juge, Sylvain
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (22) : 14391 - 14410
  • [32] Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by RuCl2[(S)-P-Phos]-[(S)-DAIPEN]
    Jiang He
    Wang Jin-Bo
    Xiong Wei
    Jia Yun
    Qin Rui-Xiang
    Liu De-Rong
    Chen Hua
    ACTA PHYSICO-CHIMICA SINICA, 2010, 26 (03) : 675 - 678
  • [33] Effect of diphosphine ligands on ruthenium catalysed asymmetric hydrogenation of ketones
    Subongkoj, S
    Lange, S
    Chen, WP
    Xiao, JL
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 196 (1-2) : 125 - 129
  • [34] P-Chirogenic Phosphines Supported by Calix[4]arene: New Insight into Palladium-Catalyzed Asymmetric Allylic Substitution
    Khiri-Meribout, Naima
    Bertrand, Etienne
    Bayardon, Jerome
    Eymin, Marie-Joelle
    Rousselin, Yoann
    Cattey, Helene
    Fortin, Daniel
    Harvey, Pierre D.
    Juge, Sylvain
    ORGANOMETALLICS, 2013, 32 (09) : 2827 - 2839
  • [35] Palladium-catalyzed asymmetric hydrogenation of simple ketones activated by Bronsted acids
    Zhou, Xiao-Yu
    Wang, Duo-Sheng
    Bao, Ming
    Zhou, Yong-Gui
    TETRAHEDRON LETTERS, 2011, 52 (22) : 2826 - 2829
  • [36] Screening of C2-symmetric chiral phosphinites as ligands for ruthenium(II)-catalyzed asymmetric transfer hydrogenation of prochiral aromatic ketones
    Elma, Duygu
    Durap, Feyyaz
    Aydemir, Murat
    Baysal, Akin
    Meric, Nermin
    Ak, Bunyamin
    Turgut, Yilmaz
    Gumgum, Bahattin
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 729 : 46 - 52
  • [37] Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation of Aromatic Ketones in Water Using Novel Water-Soluble Chiral Monosulfonamide Ligands
    Zhou, Zhongqiang
    Ma, Qiong
    Sun, Yong
    Zhang, Aiqing
    Li, Lin
    HETEROATOM CHEMISTRY, 2010, 21 (07) : 505 - 514
  • [38] A simple and efficient asymmetric hydrogenation of heteroaromatic ketones with iridium catalyst composed of chiral diamines and achiral phosphines
    Li, Chun
    Lu, Xunhua
    Wang, Mengna
    Zhang, Ling
    Jiang, Jian
    Yan, Shunfa
    Yang, Yuanyong
    Zhao, Yonglong
    Zhang, Lin
    TETRAHEDRON LETTERS, 2020, 61 (39)
  • [39] Chiral P,N,N-Ligands for Asymmetric Hydrogenation
    Liang, Ding-Hua
    Hou, Chuan-Jin
    Li, Qi
    Qin, Hao
    Li, Ling
    Hu, Xiang-Ping
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (10) : 2165 - 2185
  • [40] Ir-catalyzed asymmetric hydrogenation of ketones using novel PNO phosphine ligands
    Zhang, Shaoke
    Duan, Yanan
    Zeng, Liyao
    Wen, Jialin
    Zhang, Xumu
    CHINESE SCIENCE BULLETIN-CHINESE, 2021, 66 (25): : 3318 - 3324
12345