• Title of article

    Meyers’ bicyclic lactam formation under mild and highly stereoselective conditions

  • Author/Authors

    Penhoat، نويسنده , , Maël and Leleu، نويسنده , , Stephane and Dupas، نويسنده , , Georges and Papamicaël، نويسنده , , Cyril and Marsais، نويسنده , , Francis and Levacher، نويسنده , , Vincent، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2005
  • Pages
    5
  • From page
    8385
  • To page
    8389
  • Abstract
    New and mild conditions to prepare chiral bicyclic lactams in high yields and high diastereoselectivities are reported herein. This approach based on the activation of the carboxylic acid by means of Mukaiyama’s reagent is an excellent alternative to Meyers’ dehydrating conditions and provide the main advantage to work at lower temperature (40 °C). Higher diastereoselectivity was obtained with 5,7-bicyclic lactams (de = 82% instead of 44% under standard dehydrating conditions).
  • Keywords
    Meyers’ bicyclic lactam , thioester , Mukaiyama’s reagent , (R)-Phenylglycinol
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2005
  • Journal title
    Tetrahedron Letters
  • Record number

    1847746