
%0 Journal Article
%A Pereira, SM 
%A Savage, GP 
%A Simpson, GW 
%A Greenwood, RJ 
%A Mackay, MF 
%T Diastereoselective Propionitrile Oxide Cycloaddition Reactions With Some &#947;-Substituted &#945;-Methylene-&#947;-butyrolactones
%J Australian Journal of Chemistry
%D 1993/09/01
%V 46
%N 9
%P 1401-1412
%K 
%R https://doi.org/10.1071/CH9931401
%U https://www.publish.csiro.au/paper/CH9931401 
%X A number of &#947;-substituted &#945;-methylene-&#947;-butyrolactone derivatives underwent 1,3-dipolar cycloaddition with propionitrile oxide to give spiro &#916;2-isoxazolines. The reaction proceeded regiospecifically and with high diastereoselectivity. The products of anti addition predominated. The regiochemistry of addition and relative stereochemistry of the products were determined by a combination of n.O.e ., HETCOR and DOUBTFUL n.m.r. experiments. The assignment was confirmed in one case by X-ray crystallography. 
