• Title of article

    4-(Trialkylsilyl)oxybut-2-ynals as dienophiles in the Diels–Alder synthesis of α-(hydroxymethyl)benzaldehydes

  • Author/Authors

    Morrison، نويسنده , , Christopher F and Burnell، نويسنده , , D.Jean، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2001
  • Pages
    3
  • From page
    7367
  • To page
    7369
  • Abstract
    The α-(hydroxymethyl)benzaldehyde derivative 2 has been synthesized by heating ynal 3 with diene 5, which produced the α-(silyloxymethyl)benzaldehyde 6 by a Diels–Alder/retro-Diels–Alder process, followed by methylation, thioacetalization, and removal of the silyl protecting group. Decarbonylation of α-(silyloxymethyl)benzaldehydes 6 and 10 takes place readily in the presence of zinc(II) chloride or para-toluenesulfonic acid.
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2001
  • Journal title
    Tetrahedron Letters
  • Record number

    1647655