• Title of article

    Short syntheses of (+)-ferruginol from (+)-dehydroabietylamine

  • Author/Authors

    Miguel A. Gonz?lez، نويسنده , , David Pérez-Guaita، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2012
  • Pages
    4
  • From page
    9612
  • To page
    9615
  • Abstract
    Short syntheses of bioactive (+)-ferruginol in five or six synthetic steps starting from commercially available (+)-dehydroabietylamine are described. The oxygenated function at C12 was introduced via a Friedel–Crafts acylation of N-phthaloyldehydroabietylamine followed by Baeyer–Villiger oxidation. Then, overall deprotection of functional groups, reductive deamination or biomimetic oxidative deamination, and final Wolff–Kishner reduction provided (+)-ferruginol in 21 and 23% overall yields, respectively.
  • Keywords
    Deamination , Dehydroabietylamine , Ferruginol , Chemical synthesis , diterpene
  • Journal title
    Tetrahedron
  • Serial Year
    2012
  • Journal title
    Tetrahedron
  • Record number

    1105142