title: Stereoselective synthesis of 5-7 membered cyclic ethers by deiodonative ring-enlargement using hypervalent iodine reagents.
abstract: Stereoselective synthesis of 5-7 membered cyclic ethers was achieved by deiodonative ring-enlargement of cyclic ethers having an iodoalkyl substituent. The reaction took place readily under mild conditions using hypervalent iodine compounds and an acetoxy or a trifluoroacetoxy group was introduced into the rings depending on the hypervalent iodine reagent employed. The use of hexafluoroisopropanol (HFIP) as solvent is critical.
authors.affiliation: Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.
authors.forename: Tomohito
authors.initials: T
authors.lastname: Abo
authors.forename: Masanori
authors.initials: M
authors.lastname: Sawaguchi
authors.forename: Hisanori
authors.initials: H
authors.lastname: Senboku
authors.forename: Shoji
authors.initials: S
authors.lastname: Hara
mesh_terms: D003500:Cyclization; D004988:Ethers, Cyclic / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry / Q000494:pharmacology*; D007455:Iodine / Q000737:chemistry*; D008954:Models, Biological; D008968:Molecular Conformation
chemical_list: D004988:Ethers, Cyclic; D007202:Indicators and Reagents; D007455:Iodine