title: Thio-sugars. IV. Synthesis of carbohydrate 1,3-glycol (six-membered) thionocarbonates and their attempted O-S rearrangement.
abstract: Four six-membered cyclic thionocarbonates (two sec-sec and two prim-sec) were prepared and their radical-promoted O-S rearrangement reaction was examined. The results revealed that the reaction in six-membered rings is difficult compared with the simple rearrangement in five-membered rings. In the course of syntheses of the substrates, interesting acyl migration during the stannylation process occurred.
authors.affiliation: Faculty of Pharmaceutical Sciences, Kanazawa University, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Tsuda
authors.forename: S
authors.initials: S
authors.lastname: Noguchi
authors.forename: H
authors.initials: H
authors.lastname: Niino
mesh_terms: D000215:Acylation; D002254:Carbonates / Q000737:chemistry*; D006018:Glycols / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy
chemical_list: D002254:Carbonates; D006018:Glycols; D007202:Indicators and Reagents