title: Microwave-assisted efficient synthesis of aryl ketone β-C-glycosides from unprotected aldoses.
abstract: Condensation between unprotected aldoses and dibenzoylmethane catalyzed by NaHCO(3) in the cosolvents EtOH and H(2)O (4:1) under microwave irradiation gave aryl ketone β-C-glycosides 6b-i in higher yields (from 50% with C-riboside 6g up to 99% with C-glucoside 6b) and better anomeric selectivities (β-configuration >95%) in a shorter reaction time (90 min), compared with previous conventional methodologies. This method provides an attractive alternative to the existing means for the preparation of high value ketone β-C-glycosides.
authors.affiliation: School of Chemical Engineering, Nanjing University of Science & Technology, 200 Xiaolingwei, Nanjing 210094, China.
authors.forename: Weiwei
authors.initials: W
authors.lastname: Feng
authors.forename: Zhijie
authors.initials: Z
authors.lastname: Fang
authors.forename: Jingmei
authors.initials: J
authors.lastname: Yang
authors.forename: Baohui
authors.initials: B
authors.lastname: Zheng
authors.forename: Yuhua
authors.initials: Y
authors.lastname: Jiang
mesh_terms: D006027:Glycosides; D007659:Ketones / Q000138:chemical synthesis*; D008872:Microwaves; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C438934:C-glycoside; D006027:Glycosides; D007659:Ketones; D009005:Monosaccharides