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Enantioselective Synthesis of Axially Chiral 1-Arylisoquinolines by Rhodium-Catalyzed [2+2+2] Cycloaddition

Authors

  • Norifumi Sakiyama,

    1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan), Fax: (+81) 42-388-7037
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  • Daiki Hojo,

    1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan), Fax: (+81) 42-388-7037
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  • Prof. Dr. Keiichi Noguchi,

    1. Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan)
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  • Prof. Dr. Ken Tanaka

    Corresponding author
    1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan), Fax: (+81) 42-388-7037
    • Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan), Fax: (+81) 42-388-7037
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Abstract

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It's all in the application! An enantioselective synthesis of axially chiral 1-arylisoquinolines has been achieved, which involves a rhodium-catalyzed [2+2+2] cycloaddition of diphenylphosphinoyl-substituted 1-arylisoquinolines (see scheme). The new diphenylphosphinoyl-substituted axially chiral 1-arylisoquinolines were successfully derivatized to the corresponding axially chiral P,N ligand and Lewis base catalyst.

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