REACTION OF 4-ETHOXYCARBONYL-2-PHENYL-4,5-DIHYDROOXAZOL-5-ONE WITH ORGANOLEAD(IV) TRIACETATES - A ROUTE TO SOME ALPHA-ARYLGLYCINE AND ALPHA-VINYLGLYCINE DERIVATIVES
Mj. Koen et al., REACTION OF 4-ETHOXYCARBONYL-2-PHENYL-4,5-DIHYDROOXAZOL-5-ONE WITH ORGANOLEAD(IV) TRIACETATES - A ROUTE TO SOME ALPHA-ARYLGLYCINE AND ALPHA-VINYLGLYCINE DERIVATIVES, Journal of the Chemical Society. Perkin transactions. I, (4), 1997, pp. 487-491
4-Ethoxycarbonyl-2-phenyl-4,5-dihydrooxazol-5-one undergoes rapid aryl
ation and vinylation with arylead triacetates and (E)-styryllead triac
etates, respectively. The resulting moisture-sensitive 4-aryl- and 4-s
tyryl-oxazolones undergo hydrolysis and decarboxylation under mild Con
ditions to provide a short efficient route to derivatives of alpha-ary
lglycines and alpha-vinylglycines.