title: An enantiospecific polyene cyclization initiated by an enantiomerically pure bromonium ion.
abstract: Dimethylaluminum triflate-mediated activation of tetrafluorobenzoates of enantiomerically pure bromohydrins results in enantiospecific polyene cyclizations. The initiation of cyclization by enantiomerically pure bromonium ions and subsequent propagation is not subject to catastrophic erosion of enantiomeric purity by any intramolecular or intermolecular bromonium ion-to-alkene transfer.
authors.affiliation: Department of Chemistry, Imperial College London, London, UK.
authors.forename: D Christopher
authors.initials: DC
authors.lastname: Braddock
authors.forename: Jared S
authors.initials: JS
authors.lastname: Marklew
authors.forename: Kevin M
authors.initials: KM
authors.lastname: Foote
authors.forename: Andrew J P
authors.initials: AJ
authors.lastname: White
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D003500:Cyclization; D011090:Polyenes / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000438:Alcohols; D011090:Polyenes; C023963:bromohydrins
keywords: bromonium ion; enantiospecific; polyene cyclization