title: Diastereoselective synthesis of substituted dihydropyrans via an oxonium-ene cyclization reaction.
abstract: Substituted dihydropyrans can be efficiently synthesized in good yields with excellent diastereoselectivity from the reaction of aldehydes or epoxides and ethyl 3-alkyl-3-hydroxy-5-methylhex-5-enoate via an oxonium-ene cyclization reaction catalyzed by trimethylsilyl trifluoromethanesulfonate (TMSOTf) 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: Priya
authors.initials: P
authors.lastname: Ghosh
authors.forename: Sabera
authors.initials: S
authors.lastname: Sultana
authors.forename: Anil K
authors.initials: AK
authors.lastname: Saikia
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000737:chemistry
chemical_list: D000447:Aldehydes; D004852:Epoxy Compounds; D004952:Esters; D008698:Mesylates; D011714:Pyrans; D014297:Trimethylsilyl Compounds; C053353:trimethylsilyl trifluoromethanesulfonate