title: A novel anionic condensation, fragmentation, and elimination reaction of bicyclo[2.2.1]heptenone ring systems.
abstract: [formula: see text] We have identified an unprecedented anionic condensation, fragmentation, and elimination sequence from the coupling of bicyclo[2.2.1]-heptenones with aldehydes. This reaction leads to the stereoselective formation of disubstituted five-membered rings which are present in a wide array of bioactive molecules.
authors.affiliation: Department of Chemistry, University of Arizona, Tucson 85721, USA. rainier@u.arizona.edu
authors.forename: J D
authors.initials: JD
authors.lastname: Rainier
authors.forename: Q
authors.initials: Q
authors.lastname: Xu
mesh_terms: D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013058:Mass Spectrometry; D013237:Stereoisomerism
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic