Colantoni Daniele, Fioravanti Stefania, Pellacani Lucio, Tardella Paolo A
Dipartimento di Chimica dell'Università degli Studi di Roma La Sapienza, Piazzale Aldo Moro 2, I-00185 Roma, Italy.
Org Lett. 2004 Jan 22;6(2):197-200. doi: 10.1021/ol0361554.
[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.
[反应：见正文] 通过亚磺酰氧基氨基甲酸酯进行的2-（三氟甲基）丙烯酸酯的胺化反应，通过改变反应条件，可以高产率得到两种不同的胺化产物，即α-三氟甲基β-氨基酯的衍生物或氮丙啶。在这类反应中首次分离得到了氮杂迈克尔加成产物。这一发现证实了我们之前提出的氮杂MIRC机理。同时也进行了不对称诱导研究。
