
%0 Journal Article
%A Prager, RH 
%A Razzino, P 
%T The Chemistry of 5-Oxodihydroisoxazoles. X. Butyllithium and Lithium Diisopropylamide Promoted Rearrangements of 3-Unsubstituted Isoxazol-5(2H)-ones
%J Australian Journal of Chemistry
%D 1994/09/01
%V 47
%N 9
%P 1673-1684
%K 
%R https://doi.org/10.1071/CH9941673
%U https://www.publish.csiro.au/paper/CH9941673 
%X The reaction pathway of 3-unsubstituted isoxazol-5(2H)-ones with bases, proposed by Woodman1-3 to proceed via four intermediates to azetidine-2,4-diones, has been confirmed by the isolation of products unequivocally derived from each of the intermediates. Isoxazol-5(2H)-ones substituted on nitrogen by methyl, phenyl, quinolin-2-yl and vinyl groups have been studied. The azetidine-2,4-diones have only been isolated when the intermediate enolate has been alkylated , but only reactive alkyl halides lead to useful syntheses. 
