Abstract
A general procedure for the conversion of α-oximido-β-keto esteers into vicinal tricarbonyl moieties by TiCl 3 in aqueous, buffered (pH 5) conditions with acetone cosolvent was demonstrated. As applied to N-hydroxy β-lactam 17, which contained an α-oximido-β-keto ester side chain, these combined reductive and hydrolytic conditions effected simultaneous tricarbonyl formation and β-lactam N-O bond reduction
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