title: Transetherification on polyols by intra- and intermolecular nucleophilic substitutions.
abstract: Transetherification on polyols involving intra- and intermolecular nucleophilic substitutions is reported. Di- or trialkoxide formation of propane-1,3-diol or 2-(hydroxymethyl)propane-1,3-diol derivatives by NaH triggers the reaction via oxetanes formation, where the order to add NaH and a polyol significantly influences the yields of products. It was demonstrated that the protective group on the pentaerythritol skeleton is apparently transferred to the hydrophilic and hydrophobic chain molecules bearing a leaving group in one-step, and a protective group conversion from tosyl to benzyl was successful using a benzyl-appending triol to afford a desired product in 67% yield.
authors.affiliation: Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Aoba-ku, Sendai, Japan; PRESTO, Japan Science and Technology Agency, Kawaguchi, Saitama, Japan.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Muraoka
authors.affiliation: Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Aoba-ku, Sendai, Japan.
authors.forename: Kota
authors.initials: K
authors.lastname: Adachi
authors.affiliation: Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Aoba-ku, Sendai, Japan.
authors.forename: Rainy
authors.initials: R
authors.lastname: Chowdhury
authors.affiliation: Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Aoba-ku, Sendai, Japan.
authors.forename: Kazushi
authors.initials: K
authors.lastname: Kinbara
mesh_terms: D001554:Benzene / Q000737:chemistry; D004987:Ethers / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D011108:Polymers / Q000737:chemistry*; D011409:Propylene Glycols / Q000737:chemistry
chemical_list: D004987:Ethers; D011108:Polymers; D011409:Propylene Glycols; C024617:polyol; D001554:Benzene; C008783:pentaerythritol