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.
2004
ASYMMETRIC SYNTHESIS; AZIRIDINATION; REACTION MECHANISM
01 Pubblicazione su rivista::01a Articolo in rivista
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]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/235244
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