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A versatile approach to the synthesis of mannosamine glycosides

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dc.contributor.authorCatherine Alexen_US
dc.contributor.authorSatsawat Visansirikulen_US
dc.contributor.authorAlexei V. Demchenkoen_US
dc.contributor.otherUniversity of Missouri-St. Louisen_US
dc.contributor.otherMahidol Universityen_US
dc.date.accessioned2020-10-05T03:56:13Z
dc.date.available2020-10-05T03:56:13Z
dc.date.issued2020-09-14en_US
dc.description.abstract© The Royal Society of Chemistry. O-Picoloyl protecting groups at remote positions can affect the stereoselectivity of glycosylation by means of the H-bond-mediated aglycone delivery (HAD) pathway. A new practical method for the stereoselective synthesis of β-glycosides of mannosamine is reported. The presence of the O-picoloyl group at the C-3 position of a mannosamine donor can provide high or complete stereocontrol. The method was also utilized for the synthesis of a biologically relevant trisaccharide related to the capsular polysaccharide of Streptococcus pneumoniae serotype 4. Also reported herein is a method to achieve complete α-manno stereoselectivity with mannosamine donors equipped with 3-O-benzoyl group. This journal isen_US
dc.identifier.citationOrganic and Biomolecular Chemistry. Vol.18, No.34 (2020), 6682-6695en_US
dc.identifier.doi10.1039/d0ob01640cen_US
dc.identifier.issn14770520en_US
dc.identifier.other2-s2.0-85090250795en_US
dc.identifier.urihttps://repository.li.mahidol.ac.th/handle/20.500.14594/58955
dc.rightsMahidol Universityen_US
dc.rights.holderSCOPUSen_US
dc.source.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85090250795&origin=inwarden_US
dc.subjectBiochemistry, Genetics and Molecular Biologyen_US
dc.subjectChemistryen_US
dc.titleA versatile approach to the synthesis of mannosamine glycosidesen_US
dc.typeArticleen_US
dspace.entity.typePublication
mu.datasource.scopushttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85090250795&origin=inwarden_US

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