Carbohydrate research

Direct chemical glycosylation with pentenyl-and thioglycoside donors of N-acetylglucosamine

J Krag, MS Christiansen, JG Petersen, HH Jensen

Index: Krag, Jonas; Christiansen, Mira S.; Petersen, Jette G.; Jensen, Henrik H. Carbohydrate Research, 2010 , vol. 345, # 7 p. 872 - 879

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Citation Number: 17

Abstract

The use of pentenyl and thiophenyl glycosides of N-acetylglucosamine (GlcNAc) as glycosyl donors for the direct preparation of O-glycosides of GlcNAc promoted by N-iodosuccinimide (NIS) and metal triflates in dichloromethane has been investigated. Both glycosyl acceptors 1-octanol and (−)-menthol resulted in good glycosylation yields for both types of donors with pentenyl glycosides being somewhat superior in terms of yield. Carbohydrate-based ...