A convenient synthesis of novel pyrano[2,3-b][1,5]oxazepines via ring closure of O-glycosyl amino acids
Lade...
Dateien
Datum
2011
Autor:innen
Khodair, Ahmed
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. 2011, 2011(36), pp. 7407-7413. ISSN 1434-193X. Available under: doi: 10.1002/ejoc.201101148
Zusammenfassung
N-Boc-protected serine and threonine esters could be readily added to 2-nitroglycals, affording exclusively α- and β-anomers with galacto- and gluco-configuration, respectively. Nitro group reduction to the amino group and also ester cleavage led to compounds 2, 6, and 11, which can be regarded as dipeptide mimetics. From these compounds, bicyclic pyrano[2.3-b][1,5]oxazepines 7–14 were prepared by ring closure.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
Cyclization, Diastereoselectivity, Enantioselectivity, Glycoconjugates, Glycosides, Michael addition
Konferenz
Rezension
undefined / . - undefined, undefined
Zitieren
ISO 690
KHODAIR, Ahmed, Richard R. SCHMIDT, 2011. A convenient synthesis of novel pyrano[2,3-b][1,5]oxazepines via ring closure of O-glycosyl amino acids. In: European Journal of Organic Chemistry. 2011, 2011(36), pp. 7407-7413. ISSN 1434-193X. Available under: doi: 10.1002/ejoc.201101148BibTex
@article{Khodair2011conve-18130,
year={2011},
doi={10.1002/ejoc.201101148},
title={A convenient synthesis of novel pyrano[2,3-b][1,5]oxazepines via ring closure of O-glycosyl amino acids},
number={36},
volume={2011},
issn={1434-193X},
journal={European Journal of Organic Chemistry},
pages={7407--7413},
author={Khodair, Ahmed 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/123456789/18130">
<dc:contributor>Khodair, Ahmed</dc:contributor>
<dc:language>eng</dc:language>
<dc:creator>Schmidt, Richard R.</dc:creator>
<bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/18130"/>
<dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/18130/2/Schmidt%20etal.pdf"/>
<dc:contributor>Schmidt, Richard R.</dc:contributor>
<dcterms:issued>2011</dcterms:issued>
<dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/18130/2/Schmidt%20etal.pdf"/>
<dcterms:bibliographicCitation>First publ. in: European Journal of Organic Chemistry ; (2011), 36. - pp. 7407–7413</dcterms:bibliographicCitation>
<dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
<dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
<dc:creator>Khodair, Ahmed</dc:creator>
<dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/>
<void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
<dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2012-02-14T09:27:29Z</dcterms:available>
<foaf:homepage rdf:resource="http://localhost:8080/"/>
<dcterms:abstract xml:lang="eng">N-Boc-protected serine and threonine esters could be readily added to 2-nitroglycals, affording exclusively α- and β-anomers with galacto- and gluco-configuration, respectively. Nitro group reduction to the amino group and also ester cleavage led to compounds 2, 6, and 11, which can be regarded as dipeptide mimetics. From these compounds, bicyclic pyrano[2.3-b][1,5]oxazepines 7–14 were prepared by ring closure.</dcterms:abstract>
<dcterms:title>A convenient synthesis of novel pyrano[2,3-b][1,5]oxazepines via ring closure of O-glycosyl amino acids</dcterms:title>
<dc:rights>terms-of-use</dc:rights>
<dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2012-02-14T09:27:29Z</dc:date>
</rdf:Description>
</rdf:RDF>
