title: Short and general procedure for synthesizing cis-1,2-fused 1,3-oxathiolan-, 1,3-oxaselenolan-, and 1,3-oxazolidin-2-imine carbohydrate derivatives.
abstract: Novel cis-1,2-fused 1,3-oxathiolan-, 1,3-oxaselenolan-, and 1,3-oxazolidin-2-imine carbohydrate derivatives have been prepared by treatment of the corresponding 1,2-anhydrosugars with potassium thiocyanate, potassium selenocyanate, and sodium cyanamide, respectively. The procedure is compatible with several protecting groups such as acyl, benzyl, and silyl and also with sugars of different configurations.
authors.affiliation: Departament de Química Analitica i Química Orgànica, Universitat Rovira i Virgili, 43007 Tarragona, Spain.
authors.forename: Javier
authors.initials: J
authors.lastname: Castilla
authors.forename: Irene
authors.initials: I
authors.lastname: Marín
authors.forename: M Isabel
authors.initials: MI
authors.lastname: Matheu
authors.forename: Yolanda
authors.initials: Y
authors.lastname: Díaz
authors.forename: Sergio
authors.initials: S
authors.lastname: Castillón
mesh_terms: D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D018036:Selenium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C548187:1,3-oxazolidin-2-imine; D002241:Carbohydrates; D007097:Imines; D010080:Oxazoles; D018036:Selenium Compounds; D013876:Thiophenes; C013177:1,3-oxathiolane