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Novel N,N‐Bidentate Ligands for Enantioselective Copper(I)‐ Catalyzed Allylic Oxidation of Cyclic Olefins
Authors:Qitao Tan  Masahiko Hayashi
Abstract:New N,N‐bidentate Schiff base ligands containing the 2‐quinolyl moiety proved to be effective in conferring high reactivity and moderate to high enantioselectivity (up to 84% ee) to the copper(I)‐catalyzed asymmetric allylic oxidation of various cylic olefins with tert‐butyl perbenzoate. As copper(I) sources, we employed copper(II) triflate/phenylhydrazine Cu(OTf)2/PhNHNH2] and tetra(acetonitrile)copper hexafluorophosphate Cu(CH3CN)4PF6]. Using the same N,N‐bidentate Schiff base ligand, the former showed high reactivity and the latter showed high enantioselectivity.
Keywords:allylic oxidation  bidentate ligands  copper  enantioselectivity
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