title: Synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans via (3,5)-oxonium-ene reaction.
abstract: An efficient method for the synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans has been developed from the reaction of aldehydes and ethyl 2-(1-hydroxyalkyl/hydroxy(phenyl)methyl)-5-methylhex-4-enoate using (3,5)-oxonium-ene reaction promoted by boron trifluoride etherate in good yields under mild conditions.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India.
authors.forename: Pipas
authors.initials: P
authors.lastname: Saha
authors.forename: Anup
authors.initials: A
authors.lastname: Bhunia
authors.forename: Anil K
authors.initials: AK
authors.lastname: Saikia
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002412:Cations / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D011714:Pyrans / Q000138:chemical synthesis*
chemical_list: D000447:Aldehydes; D002412:Cations; D011714:Pyrans; C013243:salicylaldehyde; D006859:Hydrogen; D010100:Oxygen