Journal of Organic Chemistry p. 5110 - 5114 (1989)
Update date:2022-08-03
Topics:
Hauser, Frank M.
Hewawasam, Piyasena
Rho, Young S.
A brief route for total synthesis of (+/-)-aklavinone (1a), the aglycon of the anticancer antibiotic aclacinomycin (1b), is described.Key features of the synthesis are the development of a brief, efficient route to the 1(4H)-naphthalenone 11, which was used as a synthon for the A and B rings, and homologation of keto aldehyde 17 to the keto anthraquinone acetic ester 16 via the intermediacy of the ketene thioacetal 19.
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