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Strategies toward protecting group-free glycosylation through selective activation of the anomeric center
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SYSNO ASEP 0477455 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Strategies toward protecting group-free glycosylation through selective activation of the anomeric center Author(s) Downey, Alan Michael (UOCHB-X)
Hocek, Michal (UOCHB-X) RID, ORCIDSource Title Beilstein Journal of Organic Chemistry. - : Beilstein - Institut zur Foerderung der Chemischen Wissenschaften - ISSN 1860-5397
Roč. 13, Jun 27 (2017), s. 1239-1279Number of pages 41 s. Language eng - English Country DE - Germany Keywords glycosides ; glycosylation ; oligosaccharides ; protecting groups Subject RIV CC - Organic Chemistry OECD category Organic chemistry R&D Projects TE01020028 GA TA ČR - Technology Agency of the Czech Republic (TA ČR) Institutional support UOCHB-X - RVO:61388963 UT WOS 000405389100001 EID SCOPUS 85021447477 DOI 10.3762/bjoc.13.123 Annotation Glycosylation is an immensely important biological process and one that is highly controlled and very efficient in nature. However, in a chemical laboratory the process is much more challenging and usually requires the extensive use of protecting groups to squelch reactivity at undesired reactive moieties. Nonetheless, by taking advantage of the differential reactivity of the anomeric center, a selective activation at this position is possible. As a result, protecting group-free strategies to effect glycosylations are available thanks to the tremendous efforts of many research groups. In this review, we showcase the methods available for the selective activation of the anomeric center on the glycosyl donor and the mechanisms by which the glycosylation reactions take place to illustrate the power these techniques. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2018 Electronic address http://www.beilstein-journals.org/bjoc/articles/13/123
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