title: Indium triflate catalyzed peracetylation of carbohydrates.
abstract: Peracetylation is a very common protection strategy that is widely implemented in carbohydrate synthesis. Here, a method for the peracetylation of carbohydrates using catalytic In(OTf)(3) in neat acetic anhydride is reported. In(OTf)(3) has low toxicity and is mild and water tolerant, and the reactions are high yielding and efficient. Details regarding the scope and mechanism of the reaction are briefly discussed.
authors.affiliation: Department of Chemistry and Biochemistry, Montana State University, Bozeman, MT 59717, USA.
authors.forename: Nicholas P
authors.initials: NP
authors.lastname: Bizier
authors.forename: Shannon R
authors.initials: SR
authors.lastname: Atkins
authors.forename: Luke C
authors.initials: LC
authors.lastname: Helland
authors.forename: Shane F
authors.initials: SF
authors.lastname: Colvin
authors.forename: Joseph R
authors.initials: JR
authors.lastname: Twitchell
authors.forename: Mary J
authors.initials: MJ
authors.lastname: Cloninger
mesh_terms: D000107:Acetylation; D002241:Carbohydrates / Q000737:chemistry* / Q000528:radiation effects; D002384:Catalysis; D007204:Indium / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D008872:Microwaves; D012995:Solubility
chemical_list: D002241:Carbohydrates; D008698:Mesylates; D007204:Indium; C012077:trifluoromethanesulfonic acid