title: Total synthesis of (+/-)-mitorubrinic acid.
abstract: [reaction: see text] (+/-)-Mitorubrinic acid, a member of the azaphilone family of natural products, has been constructed in 12 steps. Key aspects of the synthesis include elaboration and oxidative dearomatization of an isocoumarin intermediate to provide the azaphilone nucleus with a disubstituted, unsaturated carboxylic acid side chain.
authors.affiliation: Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, California 93106, USA.
authors.forename: Maurice A
authors.initials: MA
authors.lastname: Marsini
authors.forename: Kristoffer M
authors.initials: KM
authors.lastname: Gowin
authors.forename: Thomas R R
authors.initials: TR
authors.lastname: Pettus
mesh_terms: D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001565:Benzoates; D002264:Carboxylic Acids; C433878:mitorubrinic acid