• Title of article

    The use of the aza-Diels–Alder reaction in the synthesis of pinidine and other piperidine alkaloids

  • Author/Authors

    Bailey، نويسنده , , Patrick J and Smith، نويسنده , , Peter D and Morgan، نويسنده , , Keith M and Rosair، نويسنده , , Georgina M، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2002
  • Pages
    4
  • From page
    1071
  • To page
    1074
  • Abstract
    The imine Ph2CHNCHCO2Et, generated from benzhydrylamine and ethyl glyoxylate, provides a Diels–Alder adduct with 1,3-pentadiene from which a range of cis-2,6-disubstituted piperidines can be accessed; the benzhydryl group confers high diastereocontrol for derivatising the six-membered ring, allowing access to 2,5,6-trisubstituted piperidines, and to 2,6-disubstituted piperidines such as pinidine.
  • Keywords
    Alkaloids , piperidines , Diels–Alder reaction
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2002
  • Journal title
    Tetrahedron Letters
  • Record number

    1649762