• Title of article

    Organoaluminum-mediated selective 1,2-rearrangement of γ,γ-disubstituted γ-amino α,β-unsaturated carbonyl compounds leading to unsymmetrically substituted pyrroles

  • Author/Authors

    Ooi، نويسنده , , Takashi and Ohmatsu، نويسنده , , Kohsuke and Ishii، نويسنده , , Hiroki and Saito، نويسنده , , Akira and Maruoka، نويسنده , , Keiji، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2004
  • Pages
    3
  • From page
    9315
  • To page
    9317
  • Abstract
    γ,γ-Dialkyl-γ-amino-α,β-unsaturated carbonyl compounds were found to undergo selective skeletal rearrangement under the influence of modified organoaluminum Lewis acid to give unsymmetrically substituted pyrroles through the rapid Paal–Knorr type cyclization upon acidic hydrolysis. This new structural reorganization of amino carbonyl compounds triggered by the 1,2-alkyl shift provides a unique entry to the synthesis of pyrroles, an important class of heterocycles with diverse biological activities.
  • Keywords
    Paal–Knorr reaction , Amino carbonyl compounds , Organoaluminum Lewis acids , pyrroles , 1 , 2-Rearrangement
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2004
  • Journal title
    Tetrahedron Letters
  • Record number

    1844166