Cephalosporin sulphoxides: functionalization at C-2 and C-4
Abstract
Deacetoxycephalosporanate (S)-1-oxide 2-anions afforded (a) the Michael adducts with acrylonitrile, (b) Pummerer reactions with alkoxychloroformates, and (c) diazo-exchange reactions with tosyl azide, whereas the (R)-oxide under similar conditions reacted only with acrylonitrile giving a Michael adduct at C-4.