title: Vinylogous anionic processes in the formation and interconversion of tetracyclic ring systems.
abstract: Tandem oxy-Cope and transannular vinylogous aldol reactions and/or vinylogous retro-aldol, conjugate addition, and transannular vinylogous aldol reactions transformed some tricyclic vinyl enones into fused tetracycles under basic conditions. Mesylates derived from similar tetracyclic products underwent efficient skeletal reorganization via transannular ring-opening but then different modes of transannular ring-closure upon treatment with tert-butoxide.
authors.affiliation: Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, Canada B3H 4J3.
authors.forename: Paul D
authors.initials: PD
authors.lastname: Thornton
authors.forename: T Stanley
authors.initials: TS
authors.lastname: Cameron
authors.forename: D Jean
authors.initials: DJ
authors.lastname: Burnell
mesh_terms: D000838:Anions / Q000737:chemistry; D003500:Cyclization; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D000838:Anions; D047028:Macrocyclic Compounds; D014753:Vinyl Compounds