Strategies toward protecting group-free glycosylation through selective activation of the anomeric center

0477455 - ÚOCHB 2018 RIV DE eng J - Článek v odborném periodiku
Downey, Alan Michael - Hocek, Michal
Strategies toward protecting group-free glycosylation through selective activation of the anomeric center.
Beilstein Journal of Organic Chemistry. Roč. 13, Jun 27 (2017), s. 1239-1279. ISSN 1860-5397. E-ISSN 1860-5397
Grant CEP: GA TA ČR(CZ) TE01020028
Grant ostatní: AV ČR(CZ) AP1501
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:61388963
Klíčová slova: glycosides * glycosylation * oligosaccharides * protecting groups
Obor OECD: Organic chemistry
Impakt faktor: 2.330, rok: 2017
http://www.beilstein-journals.org/bjoc/articles/13/123

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.
Trvalý link: http://hdl.handle.net/11104/0273804