• Title of article

    Application of chiral lithium amide bases to the thia-Sommelet dearomatization reaction

  • Author/Authors

    McComas، نويسنده , , Casey C. and Van Vranken، نويسنده , , David L.، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2003
  • Pages
    3
  • From page
    8203
  • To page
    8205
  • Abstract
    Thia-Sommelet dearomatization reactions of benzylsulfonium ylides can create highly congested quaternary centers. Chiral bis-lithium amide bases were shown to effect enantiotopic deprotonation of benzylsulfonium ions, leading to thia-Sommelet rearrangement. The chiral trienes were generated in up to 50% ee.
  • Keywords
    sulfonium , Sigmatropic , Rearrangement , Enantioselectivity , Dearomatization
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2003
  • Journal title
    Tetrahedron Letters
  • Record number

    1655334