title: N-Heterocyclic carbene catalyzed C-glycosylation: a concise approach from Stetter reaction.
abstract: Described herein is the first example of an organocatalytic approach for acylanion addition to the anomeric carbon of 2-nitroglucal using an N-heterocyclic carbene catalyst. Control over the reaction conditions gives β-selective and nitro-eliminated C-glycosides, providing opportunities to produce new classes of C-glycoside.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371.
authors.forename: Seenuvasan
authors.initials: S
authors.lastname: Vedachalam
authors.forename: Shi Min
authors.initials: SM
authors.lastname: Tan
authors.forename: Hui Ping
authors.initials: HP
authors.lastname: Teo
authors.forename: Shuting
authors.initials: S
authors.lastname: Cai
authors.forename: Xue-Wei
authors.initials: XW
authors.lastname: Liu
mesh_terms: D000215:Acylation; D002384:Catalysis; D004187:Disaccharides / Q000737:chemistry; D006031:Glycosylation; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D004187:Disaccharides; D006571:Heterocyclic Compounds; C030011:carbene; D008697:Methane