An Approach to A 1-Oxacephem Skeleton from D-Galactose

Abstract 2,4,6-Tri-O-benzyl-D-galactal (1) was transformed into a 1-oxacephem skeleton. The sequence of reaction involved: [2+2]cycloaddition, N-alkylation, glycolic cleavage of the vic-diol grouping, reduction of dialdehyde and cyclization to the title skeleton.