
%0 Journal Article
%A Black, DSC 
%A Doyle, JE 
%T Nitrones and oxaziridines. XXII. Preparation and cyclization of some &#948;,&#949;-unsaturated hydroxylamines
%J Australian Journal of Chemistry
%D 1978/10/01
%V 31
%N 10
%P 2317-2322
%K 
%R https://doi.org/10.1071/CH9782317
%U https://www.publish.csiro.au/paper/CH9782317 
%X Four &#948;,&#949;-unsaturated hydroxylamines have been prepared by reduction of the related oximes by sodium cyanoborohydride. Only two of these-those containing terminal olefinic groups-undergo spontaneous cyclization to N-hydroxypyrrolidines, which can be oxidized easily to 1-pyrroline 1-oxides. The acyclic and cyclic hydroxylamines have been characterized by their products of reaction with phenyl isocyanate. 
