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Molecules 2010, 15(10), 7235-7265;

Protecting Groups in Carbohydrate Chemistry: Influence on Stereoselectivity of Glycosylations

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd No.38, Beijing 100191, China
Author to whom correspondence should be addressed.
Received: 5 September 2010 / Accepted: 15 October 2010 / Published: 20 October 2010
(This article belongs to the Special Issue Protecting Group in Organic Synthesis)


Saccharides are polyhydroxy compounds, and their synthesis requires complex protecting group manipulations. Protecting groups are usually used to temporarily mask a functional group which may interfere with a certain reaction, but protecting groups in carbohydrate chemistry do more than protecting groups usually do. Particularly, protecting groups can participate in reactions directly or indirectly, thus affecting the stereochemical outcomes, which is important for synthesis of oligosaccharides. Herein we present an overview of recent advances in protecting groups influencing stereoselectivity in glycosylation reactions, including participating protecting groups, and conformation-constraining protecting groups in general. View Full-Text
Keywords: protecting group; stereoselectivity; glycosylation; carbohydrate protecting group; stereoselectivity; glycosylation; carbohydrate

Figure 30

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Guo, J.; Ye, X.-S. Protecting Groups in Carbohydrate Chemistry: Influence on Stereoselectivity of Glycosylations. Molecules 2010, 15, 7235-7265.

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