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

✍ Scribed by Harry H. Wasserman; Vincent M. Rotello; Giuseppina B. Krause

• Publisher: Elsevier Science
• Year: 1992
• Tongue: French
• Weight: 172 KB
• Volume: 33
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)79110-6

✦ Synopsis

The Yoshimura intermediate in the total synthesis of bicyclomycin was prepared by intran~lecular addition of an amide to an ~ketoamide. The resulting unsymmetrical diketopiperazine was then converted to the diol-ether target.