• Title of article

    Asymmetric Isomerisation of a Cyclic Diene: a Comparative Study of BINAP and BIPNOR–Rhodium(I) Catalysts

  • Author/Authors

    Thomas Faitg، نويسنده , , Josette Soulié، نويسنده , , Jean-Yves Lallemand، نويسنده , , François Mercier، نويسنده , , François Mathey، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2000
  • Pages
    4
  • From page
    101
  • To page
    104
  • Abstract
    The asymmetric isomerisation of 5,7-dibenzyloxy-6-(trialkylsilyloxy)cyclohepta-1,3-diene 1 to the corresponding 1,6-dibenzyloxy-7-(trialkylsilyloxy)cyclohepta-1,3-diene 2 can be accomplished at 90°C in a 75/25 mixture of toluene and DME in the presence of a [Rh(BIPNOR)(cod)]+ catalyst with 92% ee. A much lower ee is observed with BINAP. In both cases, the observed eeʹs increase with temperature. A mechanism involving an η5-pentadienyl–rhodium complex is proposed.
  • Keywords
    asymmetric isomerisation , Enantiomeric excess , cyclic dienes
  • Journal title
    Tetrahedron
  • Serial Year
    2000
  • Journal title
    Tetrahedron
  • Record number

    1080467