Publikation: Intramolecular Glycosidation by Click Reaction Mediated Spacer Generation and Following Spacer Cleavage
Lade...
Dateien
Datum
2012
Autor:innen
Herausgeber:innen
ISSN der Zeitschrift
Electronic ISSN
ISBN
Bibliografische Daten
Verlag
Schriftenreihe
Auflagebezeichnung
URI (zitierfähiger Link)
DOI (zitierfähiger Link)
Internationale Patentnummer
Link zur Lizenz
Angaben zur Forschungsförderung
Projekt
Open Access-Veröffentlichung
Open Access Green
Sammlungen
Core Facility der Universität Konstanz
Titel in einer weiteren Sprache
Publikationstyp
Zeitschriftenartikel
Publikationsstatus
Published
Erschienen in
European Journal of Organic Chemistry. 2012, 2012(35), pp. 6846-6851. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.201201076
Zusammenfassung
2-O-Propargyl-substituted glycosyl donors and O-(2-azidobenzyl)-substituted acceptors having a vicinal hydroxy group readily underwent the click reaction. Intramolecular glycosidation with N-iodosuccinimide/trifluoromethansulfonic acid as the activating system afforded β-(1–3)- and α-(1–2)-linked disaccharides as part of 14-membered macrocycles. Descriptors for these reactions are proposed that consider the donor and acceptor attachment sites and the stereochemistry of the functional groups. Investigation of the influence of 2-O-linked 1-aryl-1,2,3-triazol-4-ylmethyl groups, as contained in the spacer, on the anomeric selectivity exhibited no anchimeric assistance. In addition, it was shown that the spacer group can be readily cleaved under Birch reduction conditions.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
Glycosides, Stereoselectivity, Click chemistry, Macrocycles
Konferenz
Rezension
undefined / . - undefined, undefined
Zitieren
ISO 690
KUMAR, Amit, Yiqun GENG, Richard R. SCHMIDT, 2012. Intramolecular Glycosidation by Click Reaction Mediated Spacer Generation and Following Spacer Cleavage. In: European Journal of Organic Chemistry. 2012, 2012(35), pp. 6846-6851. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.201201076BibTex
@article{Kumar2012Intra-21633,
year={2012},
doi={10.1002/ejoc.201201076},
title={Intramolecular Glycosidation by Click Reaction Mediated Spacer Generation and Following Spacer Cleavage},
number={35},
volume={2012},
issn={1434-193X},
journal={European Journal of Organic Chemistry},
pages={6846--6851},
author={Kumar, Amit and Geng, Yiqun and Schmidt, Richard R.}
}RDF
<rdf:RDF
xmlns:dcterms="http://purl.org/dc/terms/"
xmlns:dc="http://purl.org/dc/elements/1.1/"
xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
xmlns:bibo="http://purl.org/ontology/bibo/"
xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#"
xmlns:foaf="http://xmlns.com/foaf/0.1/"
xmlns:void="http://rdfs.org/ns/void#"
xmlns:xsd="http://www.w3.org/2001/XMLSchema#" >
<rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/21633">
<dc:contributor>Geng, Yiqun</dc:contributor>
<bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/21633"/>
<dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-08-14T22:25:04Z</dcterms:available>
<dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
<dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-02-13T09:19:40Z</dc:date>
<dc:language>eng</dc:language>
<dc:creator>Schmidt, Richard R.</dc:creator>
<dc:contributor>Schmidt, Richard R.</dc:contributor>
<dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/21633/2/kumar_216336.pdf"/>
<void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
<dc:creator>Geng, Yiqun</dc:creator>
<dcterms:title>Intramolecular Glycosidation by Click Reaction Mediated Spacer Generation and Following Spacer Cleavage</dcterms:title>
<dcterms:issued>2012</dcterms:issued>
<foaf:homepage rdf:resource="http://localhost:8080/"/>
<dc:contributor>Kumar, Amit</dc:contributor>
<dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/>
<dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
<dc:creator>Kumar, Amit</dc:creator>
<dc:rights>terms-of-use</dc:rights>
<dcterms:bibliographicCitation>European Journal of Organic Chemistry ; (2012), 35. - S. 6846-6851</dcterms:bibliographicCitation>
<dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/21633/2/kumar_216336.pdf"/>
<dcterms:abstract xml:lang="eng">2-O-Propargyl-substituted glycosyl donors and O-(2-azidobenzyl)-substituted acceptors having a vicinal hydroxy group readily underwent the click reaction. Intramolecular glycosidation with N-iodosuccinimide/trifluoromethansulfonic acid as the activating system afforded β-(1–3)- and α-(1–2)-linked disaccharides as part of 14-membered macrocycles. Descriptors for these reactions are proposed that consider the donor and acceptor attachment sites and the stereochemistry of the functional groups. Investigation of the influence of 2-O-linked 1-aryl-1,2,3-triazol-4-ylmethyl groups, as contained in the spacer, on the anomeric selectivity exhibited no anchimeric assistance. In addition, it was shown that the spacer group can be readily cleaved under Birch reduction conditions.</dcterms:abstract>
</rdf:Description>
</rdf:RDF>Interner Vermerk
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Prüfungsdatum der Dissertation
Finanzierungsart
Kommentar zur Publikation
Allianzlizenz
Corresponding Authors der Uni Konstanz vorhanden
Internationale Co-Autor:innen
Universitätsbibliographie
Ja
