Oxidation of α-ylido, β-keto amides to vicinal tricarbonyls. Synthesis of a diketopiperazine precursor of bicyclomycin

Article abstract of DOI:10.1016/S0040-4039(00)79110-6

The Yoshimura intermediate in the total synthesis of bicyclomycin was prepared by intramolecular addition of an amide to an α,β-diketoamide. The resulting unsymmetrical diketopiperazine was then converted to the diol-ether target.