Organic letters

Protecting group free glycosidations using p-toluenesulfonohydrazide donors

AV Gudmundsdottir, M Nitz

Index: Gudmundsdottir, Anna V.; Nitz, Mark Organic Letters, 2008 , vol. 10, # 16 p. 3461 - 3463

Full Text: HTML

Citation Number: 40

Abstract

N′-Glycopyranosylsulfonohydrazides are introduced as glycosyl donors for protecting group free synthesis of O-glycosides, glycosyl azides, and oxazolines. Mono-and disaccharides containing a reducing terminal N-acetylglucosamine residue were condensed with p-toluenesulfonylhydrazide to give the desired β-d-pyranose donors. These donors can be activated with NBS and then glycosidated with the desired alcohol or transformed to ...

Related Articles:

The use of the o-nitrophenyl group as a protecting/activating group for 2-acetamido-2-deoxyglucose

[Pistia-Brueggeman, Gabriela; Hollingsworth, Rawle I. Carbohydrate Research, 2003 , vol. 338, # 5 p. 455 - 458]

Facile approach to 2-acetamido-2-deoxy-β-D-glucopyranosides via a furanosyl oxazoline

[Cai, Ye; Ling, Chang-Chun; Bundle, David R. Organic Letters, 2005 , vol. 7, # 18 p. 4021 - 4024]

The use of the o-nitrophenyl group as a protecting/activating group for 2-acetamido-2-deoxyglucose

[Pistia-Brueggeman, Gabriela; Hollingsworth, Rawle I. Carbohydrate Research, 2003 , vol. 338, # 5 p. 455 - 458]

The use of the o-nitrophenyl group as a protecting/activating group for 2-acetamido-2-deoxyglucose

[Pistia-Brueggeman, Gabriela; Hollingsworth, Rawle I. Carbohydrate Research, 2003 , vol. 338, # 5 p. 455 - 458]

Moenomycin a: spaltung des antibiotikums mit trifluoressigsäure/2-propanol und bestimmung der verknüpfung von d-glucose und 2-acetamido-2-desoxy-d-glucose

[Welzel; Knupp; Witteler; et al. Tetrahedron, 1981 , vol. 37, # 1 p. 97 - 104]

More Articles...