title: Construction of bridged polycyclic systems via radical cyclizations. Uncovering of a novel carbocyclization-ring expansion sequence.
abstract: [reaction: see text]. While exploring the application of radical cyclizations to the construction of bridged polycyclic systems, we have discovered a novel tandem process consisting of an endo-cyclization of a vinyl radical onto a terminal alkene followed by a one-carbon ring expansion promoted by the resulting secondary radical.
authors.affiliation: Departamento de Química Orgánica y Unidad Asociada al CSIC, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
authors.forename: J
authors.initials: J
authors.lastname: Ramón Rodríguez
authors.forename: L
authors.initials: L
authors.lastname: Castedo
authors.forename: J L
authors.initials: JL
authors.lastname: Mascareñas
mesh_terms: D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D002625:Chemistry, Organic / Q000379:methods*; D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008958:Models, Molecular; D011145:Polyvinyls / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001952:Bridged-Ring Compounds; D005609:Free Radicals; D011145:Polyvinyls