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A Ruthenium Catalyst with Simple Triphenylphosphane for the Enantioselective Hydrogenation of Aromatic Ketones

Authors

  • Han Zhou,

    1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (China), Fax: (+86) 0931-4968129
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  • Prof. Dr. Hanmin Huang

    Corresponding author
    1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (China), Fax: (+86) 0931-4968129
    • State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (China), Fax: (+86) 0931-4968129
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Abstract

An efficient Ru catalyst constructed from simple and commercially available triphenylphosphane and enantiopure (1S,1′S)-1,1′-biisoindoline (BIDN) was applied to the asymmetric hydrogenation of aromatic ketones. A range of simple aromatic ketones could be hydrogenated with good to excellent enantioselectivities (up to 95 % ee). An appropriate enantioselective transition state was proposed to explain the high enantioselectivity obtained with this catalytic system. This study represents the first example to establish a practical Noyori-type catalyst with a simple achiral monophosphane for highly enantioselective hydrogenation.

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