Amination of CF3-enones with nosyloxycarbamates

J Org Chem. 2006 Aug 4;71(16):6295-7. doi: 10.1021/jo060915h.

Abstract

CF3-enones showed a different reactivity in amination reactions with nosyloxycarbamates. 4-Oxazolines or vinyl carbamates were obtained as unique products depending on the nature of double-bond substituents and on the choice of carbamates and bases. Starting from trans-trifluoroacetyl olefins carrying a heterocyclic residue or the p-methoxyphenyl group on the double bond, a rare loss of CF3CO was observed when the aminations were performed under heterogeneous conditions using CaO as the base.