title: Improved catalytic and stereoselective glycosylation with glycosyl N-trichloroacetylcarbamate: application to various 1-hydroxy sugars.
abstract: Efficient catalytic and stereoselective glycosylation was achieved by activating a glycosyl N-trichloroacetylcarbamate with a catalytic amount of Lewis acid in the presence of a glycosyl acceptor and 5A molecular sieves. Catalytic one-pot dehydrative glycosylation of a 1-hydroxy carbohydrate was achieved stereoselectively by reaction with trichloroacetyl isocyanate, followed by activation with a catalytic amount of activators.
authors.affiliation: School of Pharmacy, Kitasato University 5-9-1, Shirokane, Minato-ku, Tokyo, Japan.
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Shirahata
authors.forename: Jun-ichi
authors.initials: J
authors.lastname: Matsuo
authors.forename: Satoko
authors.initials: S
authors.lastname: Teruya
authors.forename: Nozomu
authors.initials: N
authors.lastname: Hirata
authors.forename: Taku
authors.initials: T
authors.lastname: Kurimoto
authors.forename: Nanao
authors.initials: N
authors.lastname: Akimoto
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.forename: Eisuke
authors.initials: E
authors.lastname: Kaji
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D002219:Carbamates / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002219:Carbamates; D002241:Carbohydrates