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Tris(pentafluorophenyl)borane catalyzed Ferrier azaglycosylation with sulfonamides and carbamates
Authors:S Chandrasekhar  Ch Raji Reddy  G Chandrashekar
Institution:Organic Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:The reaction of tri-O-acetyl-d-glucal with different nitrogen nucleophiles was effectively promoted by a catalytic amount of tris(pentafluorophenyl)borane for the first time in acetonitrile at room temperature to produce a variety of azapseudoglycals via Ferrier rearrangement in good yields and preferential anomeric selectivity.
Keywords:Tris(pentafluorophenyl)borane  Azaglycosylation  Sulfonamides  Carbamates
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