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Article: A Solution to Chemical Pseudaminylation via a Bimodal Glycosyl Donor for Highly Stereocontrolled α- and β-Glycosylation

TitleA Solution to Chemical Pseudaminylation via a Bimodal Glycosyl Donor for Highly Stereocontrolled α- and β-Glycosylation
Authors
Issue Date2019
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2019, v. 21 n. 10, p. 3584-3588 How to Cite?
AbstractA robust methodology for the stereocontrolled chemical glycosylation of pseudaminic acid has been developed to afford both α- (axial) and β- (equatorial) glycosides reliably with complete stereoselectivity, using a common glycosyl donor (7N-Cbz/5N-azido Pse thioglycoside) simply by changing the reaction conditions. In the CH2Cl2/MeCN cosolvent, highly β-selective pseudaminylation was observed, while addition of 5.0 equiv DMF in CH2Cl2 gave the α-pseudaminosides.
Persistent Identifierhttp://hdl.handle.net/10722/272143
ISSN
2019 Impact Factor: 6.091
2015 SCImago Journal Rankings: 3.187

 

DC FieldValueLanguage
dc.contributor.authorWei, R-
dc.contributor.authorLiu, H-
dc.contributor.authorTang, AH-
dc.contributor.authorPayne, RJ-
dc.contributor.authorLi, X-
dc.date.accessioned2019-07-20T10:36:30Z-
dc.date.available2019-07-20T10:36:30Z-
dc.date.issued2019-
dc.identifier.citationOrganic Letters, 2019, v. 21 n. 10, p. 3584-3588-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10722/272143-
dc.description.abstractA robust methodology for the stereocontrolled chemical glycosylation of pseudaminic acid has been developed to afford both α- (axial) and β- (equatorial) glycosides reliably with complete stereoselectivity, using a common glycosyl donor (7N-Cbz/5N-azido Pse thioglycoside) simply by changing the reaction conditions. In the CH2Cl2/MeCN cosolvent, highly β-selective pseudaminylation was observed, while addition of 5.0 equiv DMF in CH2Cl2 gave the α-pseudaminosides.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html-
dc.relation.ispartofOrganic Letters-
dc.titleA Solution to Chemical Pseudaminylation via a Bimodal Glycosyl Donor for Highly Stereocontrolled α- and β-Glycosylation-
dc.typeArticle-
dc.identifier.emailLi, X: xuechenl@hku.hk-
dc.identifier.authorityLi, X=rp00742-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/acs.orglett.9b00990-
dc.identifier.pmid31045367-
dc.identifier.scopuseid_2-s2.0-85065832689-
dc.identifier.hkuros299168-
dc.identifier.volume21-
dc.identifier.issue10-
dc.identifier.spage3584-
dc.identifier.epage3588-
dc.publisher.placeUnited States-

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