title: Inter- and intramolecular glycosylation of exo-glycals promoted by metallic Lewis acids.
abstract: exo-Glycosyl carbonates were employed for inter- and intramolecular glycosylation reactions. A number of metallic Lewis Acids and solvents were examined to enhance the reactivity. The optimum conditions were found to be the use of AlCl3 in 1-nitropropane. The method was demonstrated to be useful for the intermolecular glycosyl transfer of several nucleophiles, including simple alcohols, sugars, and amino acid derivatives; however, intramolecular glycosylations were not successful.
authors.affiliation: Institute of Biological Chemistry and Genomics Research Center, Academia Sinica, No. 128 Academia Road Section 2, Nan-Kang, Taipei 11529, Taiwan.
authors.forename: Sheng-Jie
authors.initials: SJ
authors.lastname: Hsu
authors.forename: Hui-Chang
authors.initials: HC
authors.lastname: Lin
authors.forename: Chun-Hung
authors.initials: CH
authors.lastname: Lin
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000077410:Aluminum Chloride; D017607:Aluminum Compounds / Q000737:chemistry / Q000494:pharmacology; D002712:Chlorides / Q000737:chemistry / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry*; D006031:Glycosylation / Q000187:drug effects*
chemical_list: D000475:Alkenes; D017607:Aluminum Compounds; D002712:Chlorides; D006027:Glycosides; D000077410:Aluminum Chloride