title: Ferrier-type N-glycosylation: synthesis of N-glycosides of enone sugars.
abstract: A mild and efficient protocol for the stereoselective synthesis of N-glycosides of enone sugars has been developed. The reaction proceeds to provide N-glycosides of enone sugars in moderate to good yields with preferential α-anomeric selectivity. Additionally, applications of the N-glycosides of enone sugar derivatives as precursor to assemble some biochemically functional derivatives have also been explored. This includes the use of N-glycosides of enone sugars as reactive dienophile in asymmetric synthesis of bicyclic adduct through Diels-Alder cycloaddition reaction.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371.
authors.forename: Feiqing
authors.initials: F
authors.lastname: Ding
authors.forename: Ronny
authors.initials: R
authors.lastname: William
authors.forename: Xue-Wei
authors.initials: XW
authors.lastname: Liu
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D061565:Cycloaddition Reaction; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002241:Carbohydrates; D006027:Glycosides