title: Stereoselective Glycosylation of 2-Nitrogalactals Catalyzed by a Bifunctional Organocatalyst.
abstract: The use of a bifunctional cinchona/thiourea organocatalyst for the direct and α-stereoselective glycosylation of 2-nitrogalactals is demonstrated for the first time. The conditions are mild, practical, and applicable to a wide range of glycoside acceptors with products being isolated in good to excellent yields. The method is exemplified in the synthesis of mucin type Core 6 and 7 glycopeptides.
authors.affiliation: School of Chemistry, University of Bristol , Cantock's Close, Bristol, BS8 1TS, United Kingdom.
authors.forename: Sandra
authors.initials: S
authors.lastname: Medina
authors.affiliation: School of Chemistry, University of Bristol , Cantock's Close, Bristol, BS8 1TS, United Kingdom.
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Harper
authors.affiliation: School of Chemistry, University of Bristol , Cantock's Close, Bristol, BS8 1TS, United Kingdom.
authors.forename: Edward I
authors.initials: EI
authors.lastname: Balmond
authors.affiliation: School of Chemistry, University of Bristol , Cantock's Close, Bristol, BS8 1TS, United Kingdom.
authors.forename: Silvia
authors.initials: S
authors.lastname: Miranda
authors.affiliation: School of Chemistry, University of Bristol , Cantock's Close, Bristol, BS8 1TS, United Kingdom.
authors.forename: Giacomo E M
authors.initials: GE
authors.lastname: Crisenza
authors.affiliation: GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage SG1 2NY, United Kingdom.
authors.forename: Diane M
authors.initials: DM
authors.lastname: Coe
authors.affiliation: Centre for Synthesis and Chemical Biology, UCD School of Chemistry, University College Dublin , Belfield, Dublin 4, Ireland.
authors.forename: Eoghan M
authors.initials: EM
authors.lastname: McGarrigle
authors.affiliation: School of Chemistry, University of Bristol , Cantock's Close, Bristol, BS8 1TS, United Kingdom.
authors.forename: M Carmen
authors.initials: MC
authors.lastname: Galan