title: Synthesis of oxabicyclo[3.3.1]nonenes and substituted tetrahydropyrans via (3,5)-oxonium-ene reaction.
abstract: An efficient methodology for the synthesis of oxabicyclo[3.3.1]nonenes and substituted tetrahydropyrans has been developed in moderate yields from the reaction of geraniol with aldehydes and epoxides promoted by boron trifluoride etherate.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Guwahati, 781039, Assam, India.
authors.forename: Pipas
authors.initials: P
authors.lastname: Saha
authors.forename: Paramartha
authors.initials: P
authors.lastname: Gogoi
authors.forename: Anil K
authors.initials: AK
authors.lastname: Saikia
mesh_terms: D000080462:Acyclic Monoterpenes; D000447:Aldehydes / Q000737:chemistry; D001880:Boranes / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009861:Onium Compounds / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis* / Q000494:pharmacology; D011960:Receptors, Estrogen / Q000819:agonists / Q000037:antagonists & inhibitors / Q000378:metabolism; D013237:Stereoisomerism; D013729:Terpenes / Q000737:chemistry
chemical_list: D000080462:Acyclic Monoterpenes; D000447:Aldehydes; D001880:Boranes; D001643:Bridged Bicyclo Compounds; D004852:Epoxy Compounds; D009861:Onium Compounds; D011714:Pyrans; D011960:Receptors, Estrogen; D013729:Terpenes; C101707:boron trifluoride etherate; C027727:hydronium ion; C007836:geraniol