title: Synthesis of the aglycones of altromycins and kidamycin from a common intermediate.
abstract: The aglycone structures 1 and 2, respectively corresponding to the antitumor antibiotic natural products altromycin and kidamycin, have been efficiently synthesized from a common advanced intermediate 3. A series of Claisen condensations and aromatizations affords the anthracene section of 3, followed by annulation of the pyrone ring. The functional groups of 3 can be manipulated for enantioselective introduction of the epoxide side-chain of altromycin aglycone 1, as well as synthesis of the kidamycin aglycone 2. [reaction: see text]
authors.affiliation: Department of Chemistry, Emory University, Atlanta, GA 30322, USA.
authors.forename: ZhongBo
authors.initials: Z
authors.lastname: Fei
authors.forename: Frank E
authors.initials: FE
authors.lastname: McDonald
mesh_terms: D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013302:Streptomyces / Q000737:chemistry
chemical_list: D000617:Aminoglycosides; D000903:Antibiotics, Antineoplastic; C100062:kidamycin; C063716:altromycin A