title: Enantioselective total synthesis of (-)-maoecrystal V.
abstract: The enantioselective synthesis of maoecrystal V, a cytotoxic polycyclic diterpene, is described. Key reactions in the synthesis include an intramolecular Heck reaction, an oxidative cycloetherification, and an intermolecular Diels-Alder reaction to forge the carbocyclic core in a concise and stereoselective manner. Late-stage amine and C-H oxidation is used to install the final functional groups required to complete the synthesis.
authors.affiliation: Department of Chemistry, Northwestern University , 2145 Sheridan Road, Evanston, Illinois 60208, United States.
authors.forename: Changwu
authors.initials: C
authors.lastname: Zheng
authors.forename: Igor
authors.initials: I
authors.lastname: Dubovyk
authors.forename: Kiel E
authors.initials: KE
authors.lastname: Lazarski
authors.forename: Regan J
authors.initials: RJ
authors.lastname: Thomson
mesh_terms: D000588:Amines / Q000737:chemistry; D003500:Cyclization; D061565:Cycloaddition Reaction; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000588:Amines; D004224:Diterpenes; C545599:maoecrystal V