Synlett 2014; 25(11): 1555-1560
DOI: 10.1055/s-0033-1341275
letter
© Georg Thieme Verlag Stuttgart · New York

Studies of the New Reactivity of Chiral Acrylamides and Unprotected Pyrroles: Diastereoselective and Carbonyl Compatible 1,4-Addition

Alexandre Gratais
Laboratoire de Chimie Organique, CNRS, INSA, Université de Rouen, COBRA UMR 6014, 76183 Mont Saint Aignan Cedex, France   Email: samir.bouzbouz@univ-rouen.fr
,
Xavier Pannecoucke
Laboratoire de Chimie Organique, CNRS, INSA, Université de Rouen, COBRA UMR 6014, 76183 Mont Saint Aignan Cedex, France   Email: samir.bouzbouz@univ-rouen.fr
,
Samir Bouzbouz*
Laboratoire de Chimie Organique, CNRS, INSA, Université de Rouen, COBRA UMR 6014, 76183 Mont Saint Aignan Cedex, France   Email: samir.bouzbouz@univ-rouen.fr
› Author Affiliations
Further Information

Publication History

Received: 05 March 2014

Accepted after revision: 31 March 2014

Publication Date:
13 May 2014 (online)


Abstract

A diversity of new functionalized cyclic and acyclic chiral pyrroloamides compounds were synthesized in good yields and diastereoselectivities in the case of cyclic pyrroloamides. This simple and robust process involves the creation of a C–C bond between unprotected pyrroles and cyclic or hindered chiral acrylamides.

Supporting Information