Synthesis 2003(6): 0859-0862
DOI: 10.1055/s-2003-38690
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Polysubstituted Pyrroles: Further Advances in the Reactivity of δ-Dienamino Esters

Claude Agami, Luc Dechoux*, Louis Hamon, Séverine Hebbe
Laboratoire de Synthèse Asymétrique (UMR CNRS 7611), Case courrier 47, Université P. et M. Curie, 4 place Jussieu, 75005 Paris, France
Fax: +33(1)44272620; e-Mail: dechoux@ccr.jussieu.fr;
Further Information

Publication History

Received 22 January 2003
Publication Date:
16 April 2003 (online)

Abstract

A series of polysubstituted pyrroles 3 have been synthesized efficiently in two or three steps starting from primary amines 1. The key step of this process is the bromocyclization of δ-dienamino esters 2. The chemoselectivity of this reaction is discussed. AM1 calculations confirmed the observed reactivity.