Aza-Michael addition of nosyloxycarbamates to 2-(trifluoromethyl)acrylates

Org Lett. 2004 Jan 22;6(2):197-200. doi: 10.1021/ol0361554.

Abstract

[reaction: see text] The amination of 2-(trifluoromethyl)acrylates, performed by nosyloxycarbamates, gives two different aminated products, the derivatives of alpha-trifluoromethyl beta-amino esters or the aziridines, in high yields by changing the reaction conditions. The aza-Michael addition product was isolated for the first time in this kind of reaction. This finding confirms the aza-MIRC mechanism we previously proposed. Asymmetric induction was also pursued.