Synthesis of 3-hydroxycephems from penicillin G through cyclization of chlorinated 4-(phenylsulfonylthio)-2-azetidinones promoted by a BiCl3/Sn or TiCl4/Sn bimetal redox system
A novel access to 3-hydroxycephems was attained from penicillin G via the C=C bond cleavage of 1-(1-alkoxycarbonyl-2-chloromethyl-2-propenyl)-4-(phenylsulfonylthio)- 2-azetidinones by successive treatment with RuCl3/HIO4 and HIO4/CuSO4 and reductive cyclization of I-(I-alkoxycarbonyl-3-chloro-2-hydroxy-1-propenyl)-4-(phenylsulfonylth io)-2-azetidinones on treatment with a newly devised BiCl3/Sn or TiCl4/Sn bimetal redox couple in DMF containing pyridine.
Get Best Price for146340-04-71-<3-chloro-2-(diphenylmethyloxy)-1-(diphenylmethyloxycarbonyl)-1-propen-1-yl>-3-(phenylacetamido)-4-(phenylsulfonylthio)-2-azetidinone