Literature DB >> 14723527

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

Daniele Colantoni1, Stefania Fioravanti, Lucio Pellacani, Paolo A Tardella.   

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.

Entities:  

Year:  2004        PMID: 14723527     DOI: 10.1021/ol0361554

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

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  5 in total

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