Synthesis of deepoxy-4,5-didehydromethylenomycin a and methylenomycin a methyl esters

• Main Authors: C. Mahidol, C. Thebtaranonth, Y. Thebtaranonth, C. Yenjai
• Other Authors: Mahidol University
• Format: Article
• Published: 2018
• Subjects: Biochemistry, Genetics and Molecular Biology; Chemistry; Pharmacology, Toxicology and Pharmaceutics
• Online Access: https://repository.li.mahidol.ac.th/handle/123456789/15719

[±]-Deepoxy-4,5-didehydromethylenomycin A methyl ester 8 and [±] -methylenomycin A methyl ester 9 are synthesized from anthracene adduct 2 via a common intermediate 13. Flash vacuum pyrolysis of adduct 13 gives 8, while stereospecific epoxidation of 13 followed by pyrolysis yields 9. © 1989.