REACTION OF ORGANOLEAD TRIACETATES WITH HOXYCARBONYL-2-METHYL-4,5-DIHYDRO-1,3-OXAZOL-5-ONE - THE SYNTHESIS OF ALPHA-ARYL-N-ACETYLGLYCINES AND ALPHA-VINYL-N-ACETYLGLYCINES AND THEIR ETHYL-ESTERS AND THEIR ENZYMATIC RESOLUTION

Citation
J. Morgan et al., REACTION OF ORGANOLEAD TRIACETATES WITH HOXYCARBONYL-2-METHYL-4,5-DIHYDRO-1,3-OXAZOL-5-ONE - THE SYNTHESIS OF ALPHA-ARYL-N-ACETYLGLYCINES AND ALPHA-VINYL-N-ACETYLGLYCINES AND THEIR ETHYL-ESTERS AND THEIR ENZYMATIC RESOLUTION, Journal of the Chemical Society. Perkin transactions. I, (5), 1997, pp. 613-619
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
5
Year of publication
1997
Pages
613 - 619
Database
ISI
SICI code
0300-922X(1997):5<613:ROOTWH>2.0.ZU;2-R
Abstract
hoxycarbonyl-2-methyl-4,5-dihydro-1,3-oxazol-5-one 7, which may be rea dily obtained from diethyl acetamidomalonate, undergoes high-yielding arylation and vinylation at the 4-position with organolead triacetates to give compounds which may be hydrolysed to give either the alpha-ar yl-or alpha-vinyl-N-acetylglycine or the corresponding ethyl ester. Th e kinetic resolution of a number of these derivatives by enzymic hydro lysis of either the amide or ester function has been demonstrated.