Ruthenium-catalyzed enantioselective reduction of electron-rich aryl alkyl ketones

被引:38
|
作者
Wettergren, Jenny [1 ]
Bogevig, Anders [1 ]
Portier, Maud [1 ]
Adolfsson, Hans [1 ]
机构
[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
关键词
asymmetric catalysis; hydrogen transfer; ketones; reduction; ruthenium;
D O I
10.1002/adsc.200606067
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Presented here is the investigation of the transfer hydrogenation of electron-rich aryl alkyl ketones using ruthenium complexes of dipeptide-like ligands and 2-propanol as hydride source. The reduction proceeded with excellent selectivity (up to > 99 % ee) and in moderate to high yields (up to 90%).
引用
收藏
页码:1277 / 1282
页数:6
相关论文
共 50 条
  • [31] Ruthenium-catalyzed asymmetric transfer hydrogenation of ketones in ethanol
    Lundberg, Helena
    Adolfsson, Hans
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
  • [32] Ruthenium-catalyzed cross aldol reaction with aldehydes and ketones
    Tabatabaeian, Khalil
    Mamaghani, Manouchehr
    Mahmoodi, Nosrat O.
    Keshavarz, Elahe
    ARKIVOC, 2009, : 68 - 75
  • [33] Ruthenium-catalyzed regioselective α-alkylation of ketones with primary alcohols
    Cho, CS
    Kim, BT
    Kim, TJ
    Shim, SC
    TETRAHEDRON LETTERS, 2002, 43 (44) : 7987 - 7989
  • [34] Ruthenium-catalyzed asymmetric transfer hydrogenation of ketones in ethanol
    Lundberg, Helena
    Adolfsson, Hans
    TETRAHEDRON LETTERS, 2011, 52 (21) : 2754 - 2758
  • [35] Enantioselective ruthenium-catalyzed ring-closing metathesis
    Seiders, TJ
    Ward, DW
    Grubbs, RH
    ORGANIC LETTERS, 2001, 3 (20) : 3225 - 3228
  • [36] Ruthenium-Catalyzed Enantioselective Propargylation of Indoles with Propargylic Alcohols
    Kanao, Keiichiro
    Matsuzawa, Hiroshi
    Miyake, Yoshihiro
    Nishibayashi, Yoshiaki
    SYNTHESIS-STUTTGART, 2008, (23): : 3869 - 3873
  • [37] Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation of Propargylic Ketones
    Shatskiy, Andrey
    Kivijarvi, Tove
    Lundberg, Helena
    Tinnis, Fredrik
    Adolfsson, Hans
    CHEMCATCHEM, 2015, 7 (23) : 3818 - 3821
  • [38] Ruthenium-Catalyzed Enantioselective Hydrogenation of 9-Phenanthrols
    Zhang, Shu-Xin
    Xu, Cong
    Yi, Niannian
    Li, Shan
    He, Yan-Mei
    Feng, Yu
    Fan, Qing-Hua
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (34)
  • [39] Reactions of β-ethylsulfanylpropionyl tetrafluoroborate with electron-rich aromatics:: A novel synthesis of aryl vinyl ketones
    Lebedev, MV
    Nenajdenko, VG
    Balenkova, ES
    SYNTHESIS-STUTTGART, 1998, (01): : 89 - +
  • [40] Ruthenium-Catalyzed Enantioselective Addition of Carboxylic Acids to Allenes
    Hu, Jiang-Lin
    Bauer, Felix
    Breit, Bernhard
    ACS CATALYSIS, 2021, 11 (19) : 12301 - 12306