title: Glycosyl transfer to nitrogen via cycloaddition.
abstract: [formula: see text] This letter describes the reduction to practice of a novel concept for functionalization of the anomeric carbon of carbohydrates with a nitrogen substituent. Thus, bisheterodienes with a thiono sulfur terminus and a sulfonylimine terminus are shown to undergo cycloaddition smoothly and stereoselectively to three different glycals.
authors.affiliation: Department of Chemistry, Hunter College/CUNY, New York 10021, USA.
authors.forename: B
authors.initials: B
authors.lastname: Li
authors.forename: R W
authors.initials: RW
authors.lastname: Franck
authors.forename: G
authors.initials: G
authors.lastname: Capozzi
authors.forename: S
authors.initials: S
authors.lastname: Menichetti
authors.forename: C
authors.initials: C
authors.lastname: Nativi
mesh_terms: D005960:Glucosides / Q000138:chemical synthesis*; D006031:Glycosylation; D009584:Nitrogen / Q000737:chemistry*; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry
chemical_list: D005960:Glucosides; D013455:Sulfur; D009584:Nitrogen