• Title of article

    l-Proline-catalysed three-component domino reactions for the diastereoselective synthesis of 5,6-disubstituted 3-thiomorpholinones

  • Author/Authors

    Sethuraman Indumathi، نويسنده , , Subbu Perumal، نويسنده , , J. Carlos Menéndez، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2011
  • Pages
    5
  • From page
    7101
  • To page
    7105
  • Abstract
    l-Proline-catalysed three-component domino reactions of ethyl 2-[(2-oxo-2-arylethyl)sulfanyl]acetate, aromatic aldehydes and ammonia provide a rapid and facile access to novel trans-6-aroyl-5-aryl-3-thiomorpholinones. This diastereoselective reaction presumably proceeds via a domino sequence comprising enamine formation, Mannich reaction and intramolecular amidation individual steps and resulting in the generation of one C–C and two C–N bonds in a one-pot operation. The reaction also creates two contiguous stereocenters with complete diastereoselectivity.
  • Keywords
    Multicomponent reactions , domino reactions , Mannich reaction , Organocatalysis , Diastereoselectivity
  • Journal title
    Tetrahedron
  • Serial Year
    2011
  • Journal title
    Tetrahedron
  • Record number

    1103639