Journal article:
Chromium(II)-catalyzed diastereoselective pinacol type cross coupling between alpha,beta-unsaturated carbonyl compounds and aliphatic aldehydes

No Thumbnail Available
Date
2002
Editors
Jung, Marc
relationships.isEditorOf
Contact
Journal ISSN
Electronic ISSN
ISBN
Bibliographical data
Publisher
Series
DOI (citable link)
ArXiv-ID
International patent number
Project
EU project number
Open Access publication
Collections
Restricted until
Title in another language
Research Projects
Organizational Units
Journal Issue
Publication type
Journal article
Publication status
Abstract
Using only 10 mol% of CrCl2 as catalyst, acroleins and α,β-unsaturated ketones were coupled with aliphatic aldehydes to obtain substituted 1,2-diols using manganese powder as reducing agent and TMS-Cl as scavenger. Diastereoselectivities depend on the substituents especially on R1 of the unsaturated carbonyl compound. Formation of the syn-diols is preferred with sterically demanding R1, the anti-diols are obtained with smaller substituents.
Summary in another language
Subject (DDC)
540 Chemistry
Keywords
chromium , catalysis , cross-coupling , pinacols , C-C coupling
Published in
Synlett ; 2002, 12. - pp. 2015-2018. - ISSN 0936-5214. - eISSN 1437-2096
Conference
Review
undefined / . - undefined, undefined. - (undefined; undefined)
Cite This
ISO 690JUNG, Marc, Ulrich GROTH, 2002. Chromium(II)-catalyzed diastereoselective pinacol type cross coupling between alpha,beta-unsaturated carbonyl compounds and aliphatic aldehydes. In: Synlett(12), pp. 2015-2018. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2002-35572
BibTex
@article{Jung2002Chrom-9708,
  year={2002},
  doi={10.1055/s-2002-35572},
  title={Chromium(II)-catalyzed diastereoselective pinacol type cross coupling between alpha,beta-unsaturated carbonyl compounds and aliphatic aldehydes},
  number={12},
  issn={0936-5214},
  journal={Synlett},
  pages={2015--2018},
  author={Jung, Marc and Groth, Ulrich}
}
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/123456789/9708">
    <dcterms:abstract xml:lang="eng">Using only 10 mol% of CrCl2 as catalyst, acroleins and α,β-unsaturated ketones were coupled with aliphatic aldehydes to obtain substituted 1,2-diols using manganese powder as reducing agent and TMS-Cl as scavenger. Diastereoselectivities depend on the substituents especially on R1 of the unsaturated carbonyl compound. Formation of the syn-diols is preferred with sterically demanding R1, the anti-diols are obtained with smaller substituents.</dcterms:abstract>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/9708/1/ChromiumII_catalyzed_diastereoselective_pinacol_type.pdf"/>
    <dc:creator>Groth, Ulrich</dc:creator>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/9708"/>
    <dc:creator>Jung, Marc</dc:creator>
    <dcterms:issued>2002</dcterms:issued>
    <dcterms:title>Chromium(II)-catalyzed diastereoselective pinacol type cross coupling between alpha,beta-unsaturated carbonyl compounds and aliphatic aldehydes</dcterms:title>
    <dc:rights>Attribution-NonCommercial-NoDerivs 2.0 Generic</dc:rights>
    <dc:contributor>Groth, Ulrich</dc:contributor>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:13:51Z</dc:date>
    <dc:language>eng</dc:language>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by-nc-nd/2.0/"/>
    <dc:contributor>Jung, Marc</dc:contributor>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:13:51Z</dcterms:available>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/9708/1/ChromiumII_catalyzed_diastereoselective_pinacol_type.pdf"/>
    <dc:format>application/pdf</dc:format>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dcterms:bibliographicCitation>First publ. in: Synlett 2002, 12, pp. 2015-2018</dcterms:bibliographicCitation>
  </rdf:Description>
</rdf:RDF>
Internal note
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Contact
URL of original publication
Test date of URL
Examination date of dissertation
Method of financing
Comment on publication
Alliance license
Corresponding Authors der Uni Konstanz vorhanden
International Co-Authors
Bibliography of Konstanz
No
Refereed
Link to research data
Description of supplementary data