
TY  - JOUR
A1  - Prager, RH 
A1  - Razzino, P 
T1  - The Chemistry of 5-Oxodihydroisoxazoles. X. Butyllithium and Lithium Diisopropylamide Promoted Rearrangements of 3-Unsubstituted Isoxazol-5(2H)-ones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1994
VL  - 47
IS  - 9
SP  - 1673
EP  - 1684
KW  - 
UR  - https://doi.org/10.1071/CH9941673 
N2  - 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. 
ER  -

