STUDIES DIRECTED TOWARDS TOTAL SYNTHESIS OF SAFRAMYCIN: I. A SYNTHESIS OF HEXAHYDRO-1,5-IMINO-3-BENZAZOCIN-7,10-DIONE.

Article abstract of DOI:10.1016/S0040-4039(00)87693-5

A short-step synthesis of 2, the right-hand half of antibiotic saframycin (1), is described.The key steps of this synthesis are the acid catalyzed intramolecular double cyclization of 4 and the oxidative demethylation of 7 to the quinone (2).