Influence of chelating silyl scavengers on the diastereoselectivity of chromium catalyzed pinacol cross couplings

Lade...
Vorschaubild
Dateien
Fischer_Influence.pdf
Fischer_Influence.pdfGröße: 138.5 KBDownloads: 337
Datum
2005
Autor:innen
Jung, Marc
Lindenmaier, Marion
Herausgeber:innen
Kontakt
ISSN der Zeitschrift
Electronic ISSN
ISBN
Bibliografische Daten
Verlag
Schriftenreihe
Auflagebezeichnung
ArXiv-ID
Internationale Patentnummer
Angaben zur Forschungsförderung
Projekt
Open Access-Veröffentlichung
Open Access Green
Sammlungen
Core Facility der Universität Konstanz
Gesperrt bis
Titel in einer weiteren Sprache
Forschungsvorhaben
Organisationseinheiten
Zeitschriftenheft
Publikationstyp
Zeitschriftenartikel
Publikationsstatus
Published
Erschienen in
Tetrahedron letters. 2005, 46(39), pp. 6679-6682. ISSN 0040-4039. Available under: doi: 10.1016/j.tetlet.2005.07.142
Zusammenfassung

The choice of the silyl scavenger shows a substantial influence on the diastereoselectivity of the chromium catalyzed pinacol cross coupling. In the case of the intramolecular cyclization, two competing effects are observed. If the silylation reagents contain chelating heteroatoms in the side chain, a remarkable trans-selectivity is observed. Conversely the cis-diols are preferred if bulky substituted scavengers are used. A suitable transition state model for this reaction is reported, based on formerly published results.

Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
Chromium, Catalysis, Cyclization, Pinacols, Silylation
Konferenz
Rezension
undefined / . - undefined, undefined
Zitieren
ISO 690FISCHER, Stefan, Ulrich GROTH, Marc JUNG, Marion LINDENMAIER, Till VOGEL, 2005. Influence of chelating silyl scavengers on the diastereoselectivity of chromium catalyzed pinacol cross couplings. In: Tetrahedron letters. 2005, 46(39), pp. 6679-6682. ISSN 0040-4039. Available under: doi: 10.1016/j.tetlet.2005.07.142
BibTex
@article{Fischer2005Influ-10067,
  year={2005},
  doi={10.1016/j.tetlet.2005.07.142},
  title={Influence of chelating silyl scavengers on the diastereoselectivity of chromium catalyzed pinacol cross couplings},
  number={39},
  volume={46},
  issn={0040-4039},
  journal={Tetrahedron letters},
  pages={6679--6682},
  author={Fischer, Stefan and Groth, Ulrich and Jung, Marc and Lindenmaier, Marion and Vogel, Till}
}
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/123456789/10067">
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dc:format>application/pdf</dc:format>
    <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by-nc-nd/2.0/"/>
    <dcterms:abstract xml:lang="eng">The choice of the silyl scavenger shows a substantial influence on the diastereoselectivity of the chromium catalyzed pinacol cross coupling. In the case of the intramolecular cyclization, two competing effects are observed. If the silylation reagents contain chelating heteroatoms in the side chain, a remarkable trans-selectivity is observed. Conversely the cis-diols are preferred if bulky substituted scavengers are used. A suitable transition state model for this reaction is reported, based on formerly published results.</dcterms:abstract>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/10067/1/Fischer_Influence.pdf"/>
    <dc:creator>Lindenmaier, Marion</dc:creator>
    <dcterms:bibliographicCitation>First publ. in: Tetrahedron letters 46 (2005), 39, pp. 6679-6682</dcterms:bibliographicCitation>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:16:22Z</dcterms:available>
    <dc:contributor>Groth, Ulrich</dc:contributor>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/10067/1/Fischer_Influence.pdf"/>
    <dc:contributor>Lindenmaier, Marion</dc:contributor>
    <dc:contributor>Jung, Marc</dc:contributor>
    <dc:creator>Groth, Ulrich</dc:creator>
    <dcterms:issued>2005</dcterms:issued>
    <dc:contributor>Vogel, Till</dc:contributor>
    <dc:contributor>Fischer, Stefan</dc:contributor>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:16:22Z</dc:date>
    <dcterms:title>Influence of chelating silyl scavengers on the diastereoselectivity of chromium catalyzed pinacol cross couplings</dcterms:title>
    <dc:language>eng</dc:language>
    <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/10067"/>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dc:creator>Vogel, Till</dc:creator>
    <dc:creator>Fischer, Stefan</dc:creator>
    <dc:creator>Jung, Marc</dc:creator>
    <dc:rights>Attribution-NonCommercial-NoDerivs 2.0 Generic</dc:rights>
  </rdf:Description>
</rdf:RDF>
Interner Vermerk
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Kontakt
URL der Originalveröffentl.
Prüfdatum der URL
Prüfungsdatum der Dissertation
Finanzierungsart
Kommentar zur Publikation
Allianzlizenz
Corresponding Authors der Uni Konstanz vorhanden
Internationale Co-Autor:innen
Universitätsbibliographie
Ja
Begutachtet
Diese Publikation teilen