Collect. Czech. Chem. Commun. 2005, 70, 1943-1952

Efficient Synthesis of β-Aminoacrylates and β-Enaminones Catalyzed by Zn(OAc)2·2H2O

Ramandeep Kaur Vohra, Jean-Luc Renaud* and Christian Bruneau*

Institut de Chimie, UMR 6509, Organométalliques et Catalyse, Université de Rennes 1, Campus de Beaulieu-35042 Rennes Cedex, France


The direct condensation of amines with β-ketoesters and β-diketones to produce functional enamine derivatives has been investigated with zinc Lewis acid catalysts. Zn(OAc)2·2H2O shows good catalytic activity and leads to a chemo- and stereoselective formation of (Z)-enamine derivatives from aliphatic primary amines and ring-substituted anilines under mild conditions.

Keywords: Zinc catalysts; β-Aminoacrylates; β-Enaminones; Acrylates; Enamines; Lewis acids; Amines; β-Ketoesters.

References: 62 live references.