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.
Aza-Michael addition of nosyloxycarbamates to 2-(trifluoromethyl)acrylates / D., Colantoni; Fioravanti, Stefania; Pellacani, Lucio; Tardella, Paolo Antonio. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 6:(2004), pp. 197-200. [10.1021/ol0361554]
Aza-Michael addition of nosyloxycarbamates to 2-(trifluoromethyl)acrylates
FIORAVANTI, Stefania;PELLACANI, Lucio;TARDELLA, Paolo Antonio
2004
Abstract
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.