title: Intramolecular displacement of phenylselenone by a hydroxy group: stereoselective synthesis of 2-substituted tetrahydrofurans.
abstract: An efficient and stereocontrolled synthesis of 2-substituted tetrahydrofurans has been achieved. The approach employs the asymmetric reduction of γ-phenylseleno ketones obtained by three different procedures that are peculiarly applied to the synthesis of such compounds. Finally, the intramolecular substitution of the phenylselenone residue by the oxygen atom of a hydroxy group gives the tetrahydrofuran ring.
authors.affiliation: Department of Chemistry, University of Perugia, via Elce di Sotto 8, 06123 Perugia, Italy.
authors.forename: Lucio
authors.initials: L
authors.lastname: Minuti
authors.forename: Anna
authors.initials: A
authors.lastname: Barattucci
authors.forename: Paola Maria
authors.initials: PM
authors.lastname: Bonaccorsi
authors.forename: Maria Luisa
authors.initials: ML
authors.lastname: Di Gioia
authors.forename: Antonella
authors.initials: A
authors.lastname: Leggio
authors.forename: Carlo
authors.initials: C
authors.lastname: Siciliano
authors.forename: Andrea
authors.initials: A
authors.lastname: Temperini
mesh_terms: D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D018036:Selenium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005663:Furans; D018036:Selenium Compounds