title: Stereocontrolled synthesis of fully functionalized D-glucosamine monosaccharides via a domino nitro-Michael/Henry reaction.
abstract: A diastereoselective domino nitro-Michael/Henry reaction involving a beta-hydroxyaldehyde and a nitroalkene provides direct access to fully functionalized D-glucosamine monosaccharides.
authors.affiliation: Laboratory for Organic Chemistry, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang-Pauli-Str. 10, Zürich 8093, Switzerland.
authors.forename: Alexander
authors.initials: A
authors.lastname: Adibekian
authors.forename: Mattie S M
authors.initials: MS
authors.lastname: Timmer
authors.forename: Pierre
authors.initials: P
authors.lastname: Stallforth
authors.forename: Jimmy
authors.initials: J
authors.lastname: van Rijn
authors.forename: Daniel B
authors.initials: DB
authors.lastname: Werz
authors.forename: Peter H
authors.initials: PH
authors.lastname: Seeberger
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D005944:Glucosamine / Q000737:chemistry*; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D009574:Nitro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000447:Aldehydes; D009005:Monosaccharides; D009574:Nitro Compounds; D005944:Glucosamine