Abstract
This review discusses concepts towards facile non-enzymatic glycosylation of unprotected or lightly protected glycostructures. These comprise approaches in which reactivity distinction of hydroxyl groups is achieved via stannylene or boronic and borinic acid intermediates as well as via oxyanion formation along with syntheses based on selectivity implemented by the substrates themselves. Further, syntheses of complex glycostructures and oligosaccharides are shown, as well as the concept of random glycosylation towards glycoside libraries with desired equal product distribution.
Keywords: Base promoted, boronic/borinic acid mediated, glycosylation, random approach, stannylene-mediated, substance controlled, unprotected/partially protected acceptors.
Current Organic Chemistry
Title:Glycosylation Employing Unprotected Carbohydrate Acceptor Components
Volume: 18 Issue: 14
Author(s): Stephan Bottcher and Joachim Thiem
Affiliation:
Keywords: Base promoted, boronic/borinic acid mediated, glycosylation, random approach, stannylene-mediated, substance controlled, unprotected/partially protected acceptors.
Abstract: This review discusses concepts towards facile non-enzymatic glycosylation of unprotected or lightly protected glycostructures. These comprise approaches in which reactivity distinction of hydroxyl groups is achieved via stannylene or boronic and borinic acid intermediates as well as via oxyanion formation along with syntheses based on selectivity implemented by the substrates themselves. Further, syntheses of complex glycostructures and oligosaccharides are shown, as well as the concept of random glycosylation towards glycoside libraries with desired equal product distribution.
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Cite this article as:
Bottcher Stephan and Thiem Joachim, Glycosylation Employing Unprotected Carbohydrate Acceptor Components, Current Organic Chemistry 2014; 18 (14) . https://dx.doi.org/10.2174/1385272819666140527231701
DOI https://dx.doi.org/10.2174/1385272819666140527231701 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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