Aza-Michael addition of nosyloxycarbamates to 2-(trifluoromethyl)acrylates.
[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.
Colantoni
Daniele
D
Dipartimento di Chimica dell'Università degli Studi di Roma La Sapienza, Piazzale Aldo Moro 2, I-00185 Roma, Italy.
Fioravanti
Stefania
S
Pellacani
Lucio
L
Tardella
Paolo A
PA