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
Link To Document