Asymmetric 1,4-Addition of Potassium Aryltrifluoroborates [ArBF3]K to Enones Catalyzed by Dicationic Palladium(II) Complexes

  • Takashi Nishikata
    Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University
  • Yasunori Yamamoto
    Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University
  • Norio Miyaura
    Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Asymmetric 1,4-addition of [ArBF3]K to cyclic and acyclic enones was carried out in aqueous methanol in the presence of a chiral phosphine-dicationic palladium(II) catalyst. A palladium complex of (S,S)-dipamp gave optically active β-arylketones of up to 96 % ee for 2-cyclohexenone and 2-cycloheptenone. A palladium-(S,S)-chiraphos complex resulted in 82–97 % ee for 2-cyclopentenone and acyclic enones.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 34 (5), 720-721, 2005-04-16

    Oxford University Press (OUP)

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