title: Enantioselective total synthesis of (-)-kibdelone C.
abstract: The kibdelones are aromatic polyketide natural products featuring isoquinolinone and tetrahydroxanthone ring systems. They display potent cytotoxicity toward a range of human cancer cell lines. Here, we present an enantioselective total synthesis of kibdelone C that utilizes a Shi epoxidation to establish the absolute and relative stereochemistry, an acid-catalyzed cyclization to form the tetrahydroxanthone, and a C-H arylation to complete the hexacyclic skeleton.
authors.affiliation: Department of Biochemistry, University of Texas Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, Texas 75390-9038, USA.
authors.forename: John R
authors.initials: JR
authors.lastname: Butler
authors.forename: Chao
authors.initials: C
authors.lastname: Wang
authors.forename: Jianwei
authors.initials: J
authors.lastname: Bian
authors.forename: Joseph M
authors.initials: JM
authors.lastname: Ready
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D006801:Humans; D013237:Stereoisomerism; D013379:Substrate Specificity; D044004:Xanthones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D044004:Xanthones; C574351:kibdelone C