title: Diastereoselective formal total synthesis of the DNA polymerase alpha inhibitor, aphidicolin, using palladium-catalyzed cycloalkenylation and intramolecular Diels-Alder reactions.
abstract: [structure: see text] A novel diastereoselective formal synthesis of aphidicolin has been achieved by exploiting a unique characteristic of a bicyclo[3.2.1]octane prepared by employing a palladium-catalyzed cycloalkenylation process.
authors.affiliation: Department of Organic Chemistry, Graduate School of Pharmaceutical Science, Tohoku University, Aobayama, Sendai 980-8578, Japan. mihara@mail.pharm.tohoku.ac.jp
authors.forename: Masahiro
authors.initials: M
authors.lastname: Toyota
authors.forename: Masato
authors.initials: M
authors.lastname: Sasaki
authors.forename: Masataka
authors.initials: M
authors.lastname: Ihara
mesh_terms: D016590:Aphidicolin / Q000138:chemical synthesis* / Q000494:pharmacology; D002384:Catalysis; D003500:Cyclization; D004256:DNA Polymerase I / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D009795:Octanes / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004791:Enzyme Inhibitors; D009795:Octanes; D009942:Organometallic Compounds; D016590:Aphidicolin; D010165:Palladium; D004256:DNA Polymerase I; C026728:octane