Addition of Primary Amines to 2-(1-Alkynyl)-2-cycloalken-1-ones

The regio- and stereoselective nucleophilic addition of primary aliphatic amines to 2-(1-alkynyl)-2-alken-1-ones was found to proceed through double-bond migration. In particular, this is a mild and atom-economical route for the preparation of ( Z)-beta-enaminones having cycloalkene rings.