【摘 要】
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The formation of glycosidic bond with stereoselectivity is a challenge in synthesis of oligosaccharides.D-glucose is the most abundant carbohydrate found in nature,which is composed of wide variety of
【机 构】
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School of Pharmacy,College of Medicine,National Taiwan University,Taipei 100
【出 处】
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第九届IUPAC化学生物学国际研讨会暨第八届世界华人药物化学研讨会
论文部分内容阅读
The formation of glycosidic bond with stereoselectivity is a challenge in synthesis of oligosaccharides.D-glucose is the most abundant carbohydrate found in nature,which is composed of wide variety of biologically potent structures,including glycoproteins and glycolipids.Thus,developing a method for synthesis of α-or β-glycoside is essential in carbohydrate chemistry.In β-glycosidic bond formation,neighboring group participation by 2-O-carboxylate ester is a reliable strategy.However,these strategies usually suffer from several side reactions,such as C2 acyl migration,aglycan transfer reaction.This ester-type protective groups are usually basic liable which make them difficult to be orthogonal deprotection.Herein we introduce a new protective group,2-O-carbamate,which can tolerate to strong acid,moderate base and can be removed by catalytic reduction.Accordingly,we present a versatile approach for β-glycosidic bond generation.
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