title: An efficient route toward 2-amino-beta-D-galacto- and -glucopyranosides via stereoselective Michael-type addition of 2-nitroglycals.
abstract: Under the catalysis of DMAP or PPY in CH(2)Cl(2), the Michael-type addition of nucleophiles to 2-nitrogalactal or 2-nitroglucal leads in excellent yields and stereoselectivity to the corresponding beta-galacto- or -glucopyranosides, which are ready precursors to the biologically significant beta-d-galactosamine and -glucosamine units.
authors.affiliation: State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
authors.forename: Weihua
authors.initials: W
authors.lastname: Xue
authors.forename: Jiansong
authors.initials: J
authors.lastname: Sun
authors.forename: Biao
authors.initials: B
authors.lastname: Yu
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D005960:Glucosides / Q000138:chemical synthesis / Q000737:chemistry*; D006031:Glycosylation; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005960:Glucosides; D011714:Pyrans