Scm. Fell et al., SYNTHESIS AND BIOLOGICAL-ACTIVITY OF NEW C-6 AND C-7 SUBSTITUTED VINYLOXYIMINO-PENICILLINS AND VINYLOXYIMINO-CEPHALOSPORINS, Journal of the Chemical Society. Perkin transactions. I, (12), 1995, pp. 1483-1493
The Wittig reaction has been successfully utilized,in the preparation
of a number of substituted alpha-vinyloxyiminoacetic acids, the subseq
uent coupling of which to the 6-APA and 7-ACA nuclei has provided a ra
nge of potent beta-lactam antibiotics. Development of other procedures
for olefin synthesis has broadened the scope, with the preparation of
a range of alkenyl-, cycloalkenyl- and arylvinyl-oxyiminoacetamidopen
icillins and cephalosporins.