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Issue 3, 2018
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Chiral reagents in glycosylation and modification of carbohydrates

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Abstract

Carbohydrates play a significant role in numerous biological events, and the chemical synthesis of carbohydrates is vital for further studies to understand their various biological functions. Due to the structural complexity of carbohydrates, the stereoselective formation of glycosidic linkages and the site-selective modification of hydroxyl groups are very challenging and at the same time extremely important. In recent years, the rapid development of chiral reagents including both chiral auxiliaries and chiral catalysts has significantly improved the stereoselectivity for glycosylation reactions and the site-selectivity for the modification of carbohydrates. These new tools will greatly facilitate the efficient synthesis of oligosaccharides, polysaccharides, and glycoconjugates. In this tutorial review, we will summarize these advances and highlight the most recent examples.

Graphical abstract: Chiral reagents in glycosylation and modification of carbohydrates

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Article information


Submitted
25 Aug 2017
First published
05 Dec 2017

Chem. Soc. Rev., 2018,47, 681-701
Article type
Tutorial Review

Chiral reagents in glycosylation and modification of carbohydrates

H. Wang, S. A. Blaszczyk, G. Xiao and W. Tang, Chem. Soc. Rev., 2018, 47, 681
DOI: 10.1039/C7CS00432J

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