A practical synthesis of a key intermediate for the production of β- lactam antibiotics

Article abstract of DOI:10.1016/S0040-4039(98)01700-6

N-(p-methoxyphenyl)-hexahydro-1,3,5-triazine in presence of a Lewis acid and (R)-3-(t-butyldimethylsilyloxy)butyric acid chloride with Et₃N directly furnish (3S,1'R)-N-p-methoxyphenyl-3-(l-t- butyldimethylsilyloxy)ethylazetidin-2-one with good diastereoselectivity. This product is transformed into the 4-acetoxy-azetidinone 1, a key intermediate in the synthesis of β-lactam antibiotics.