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

Claude Agami; Luc Dechoux; Louis Hamon; Séverine Hebbe

doi:10.1055/s-2003-38690

PAPER

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;

Abstract

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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.

Key words

pyrrole - enamino ester - pyridone - iminium ion

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References

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