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
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
Journal title :
Tetrahedron Letters