Regio- and stereoselective synthesis of 2-amino-dienes via decarboxylative amination of 4-(ethoxycarbonyl)-2,3-allenols by TsNCO.

A metal-free decarboxylative amination of 4-(ethoxycarbonyl)-2,3-allenols by TsNCO via base-induced aza-Michael addition/elimination has been developed. A variety of substituted N-tosyl 1,3-dien-2-yl amines were obtained in good yields and excellent regio- and stereoselectivity. Moreover, this transformation could be applied in preparation of 2-amino-trienes.