• Title of article

    Formation of yohimbanones via a novel rearrangement

  • Author/Authors

    Michael S Leonard، نويسنده , , Diane B Hauze، نويسنده , , Patrick J. Carroll and Mohan Rao Kollipara، نويسنده , , Madeleine M. Joullié، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2003
  • Pages
    4
  • From page
    6933
  • To page
    6936
  • Abstract
    An investigation of the reaction of tryptophan and its methyl ester with ninhydrin has been conducted. In the reaction of tryptophan with ninhydrin only one product, yohimbanone (), is isolated. In contrast, an intermediate, Pictet–Spengler product , is isolated from the reaction of tryptophan methyl ester with ninhydrin. The isolation of this intermediate provides support for a proposed mechanism of this novel rearrangement, which is presented herein.
  • Keywords
    yohimbanone , Pictet–Spengler , rearrangement , Ninhydrin
  • Journal title
    Tetrahedron
  • Serial Year
    2003
  • Journal title
    Tetrahedron
  • Record number

    1084242