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dc.contributor.authorBhatt, Beenuen_US
dc.contributor.authorThomson, Robinen_US
dc.contributor.authorvon Itzstein, Marken_US
dc.date.accessioned2017-05-03T15:55:45Z
dc.date.available2017-05-03T15:55:45Z
dc.date.issued2011en_US
dc.date.modified2012-02-16T05:34:11Z
dc.identifier.issn00223263en_US
dc.identifier.doi10.1021/jo2002193en_US
dc.identifier.urihttp://hdl.handle.net/10072/42790
dc.description.abstractTwo approaches are described for the synthesis of 2-acylamino uronic acid glycosyl phosphonates from readily accessible D-glucal. The first approach that entailed oxidation of the C-6 hydroxyl group followed by phosphonylation of the uronate 2-nitro-glycal, resulted in the formation of the ߭L-gulo-configured phosphonate. Reversing the reaction order resulted in the exclusive formation of the ߭D-gluco-configured phosphonate. In both cases the thermodynamic 1,2-trans-di-equatorial phosphonylation product is obtained.en_US
dc.description.peerreviewedYesen_US
dc.description.publicationstatusYesen_US
dc.languageEnglishen_US
dc.publisherAmerican Chemical Societyen_US
dc.publisher.placeUnited Statesen_US
dc.relation.ispartofstudentpublicationNen_US
dc.relation.ispartofpagefrom4099en_US
dc.relation.ispartofpageto4104en_US
dc.relation.ispartofissue10en_US
dc.relation.ispartofjournalThe Journal of Organic Chemistryen_US
dc.relation.ispartofvolume76en_US
dc.rights.retentionYen_US
dc.subject.fieldofresearchOrganic Chemical Synthesisen_US
dc.subject.fieldofresearchcode030503en_US
dc.titleAccessing C-1 Phosphonylated 2-Acylamino Uronic Acids via 2-Nitro-glycalsen_US
dc.typeJournal articleen_US
dc.type.descriptionC1 - Peer Reviewed (HERDC)en_US
dc.type.codeC - Journal Articlesen_US
gro.facultyOffice of the Snr Dep Vice Chancellor, Institute for Glycomicsen_US
gro.rights.copyrightSelf-archiving of the author-manuscript version is not yet supported by this journal. Please refer to the journal link for access to the definitive, published version or contact the author[s] for more information.en_US
gro.date.issued2011
gro.hasfulltextNo Full Text


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