title: Total diastereofacial selective iodofunctionalization of terpene derivatives based on Ipy2BF4.
abstract: Acetonides 1, easily obtained from simple terpenes, react with bispyridine iodonium (I) tetrafluoroborate (Ipy(2)BF(4)) and tetrafluoroboric acid in the presence of nucleophiles to give the corresponding adducts 2 with complete regio and diastereofacial control. Acetonides 1 containing a properly located phenyl or benzyloxy group easily undergo iodocyclization to furnish compounds 3 and 4.
authors.affiliation: Instituto Universitario de Química Organometálica Enrique Moles, Unidad Asociada al C.S.I.C., Universidad de Oviedo, Julián Clavería, 8, E-33006, Oviedo, Spain. barluenga@sauron.quimica.uniovi.es
authors.forename: José
authors.initials: J
authors.lastname: Barluenga
authors.forename: Mónica
authors.initials: M
authors.lastname: Alvarez-Pérez
authors.forename: Félix
authors.initials: F
authors.lastname: Rodríguez
authors.forename: Fracisco J
authors.initials: FJ
authors.lastname: Fañanás
authors.forename: José A
authors.initials: JA
authors.lastname: Cuesta
authors.forename: Santiago
authors.initials: S
authors.lastname: García-Granda
mesh_terms: D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry*
chemical_list: D011725:Pyridines; D013729:Terpenes