title: A convenient synthesis of novel aza-C-disaccharide analogues.
abstract: Novel aza-C-disaccharide analogues have been conveniently synthesized by using the isoxazoline-linked C-disaccharide derivatives as the intermediates. Firstly, the C=N of isoxazoline was reduced to C-N by using DIBAL-H as reducing agent, then followed by the tandem multi-step reactions through catalytic hydrogenation with Pd(OH)2/C involving debenzylated, reductive cleavage of the N-O, condensation-cyclization of the aldehyde and the in situ generated amine group to form imine C=N and then C=N hydrogenation to form C-N, thus providing a practical and new access to the synthesis of novel aza-C-disaccharide analogues.
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China.
authors.forename: Pingzhu
authors.initials: P
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
authors.forename: Cuicui
authors.initials: C
authors.lastname: Li
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
authors.forename: Hailong
authors.initials: H
authors.lastname: Yang
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
authors.forename: Hua
authors.initials: H
authors.lastname: Wei
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
authors.forename: Zhichao
authors.initials: Z
authors.lastname: Xia
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
authors.forename: Donglai
authors.initials: D
authors.lastname: Ma
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China.
authors.forename: Hua
authors.initials: H
authors.lastname: Chen
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China.
authors.forename: Kerang
authors.initials: K
authors.lastname: Wang
authors.affiliation: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China. Electronic address: lixl@hbu.cn.
authors.forename: Xiaoliu
authors.initials: X
authors.lastname: Li
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D061565:Cycloaddition Reaction; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry*; D007555:Isoxazoles / Q000737:chemistry
chemical_list: D001372:Aza Compounds; D004187:Disaccharides; D007555:Isoxazoles
keywords: Aza-C-disaccharide; CN reduction; Isoxazoline; Pd(OH)(2)/C