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3-Substituted and 2,3-Disubstituted Cyclopentanones via an Asymmetric Tandem 1,4-Addition/Dieckmann Cyclization

3-Substituted and 2,3-Disubstituted Cyclopentanones via an Asymmetric Tandem 1,4-Addition/Dieckmann Cyclization

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GROTH, Ulrich, Wolfgang HALFBRODT, Aris KALOGERAKIS, Thomas KÖHLER, Paul KREYE, 2004. 3-Substituted and 2,3-Disubstituted Cyclopentanones via an Asymmetric Tandem 1,4-Addition/Dieckmann Cyclization. In: Synlett(2), pp. 291-294. ISSN 0936-5214. eISSN 1437-2096

@article{Groth20043-Sub-10048, title={3-Substituted and 2,3-Disubstituted Cyclopentanones via an Asymmetric Tandem 1,4-Addition/Dieckmann Cyclization}, year={2004}, doi={10.1055/s-2003-45008}, number={2}, issn={0936-5214}, journal={Synlett}, pages={291--294}, author={Groth, Ulrich and Halfbrodt, Wolfgang and Kalogerakis, Aris and Köhler, Thomas and Kreye, Paul} }

<rdf:RDF xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:dcterms="http://purl.org/dc/terms/" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/10048"> <dc:rights>deposit-license</dc:rights> <dc:language>eng</dc:language> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:16:13Z</dc:date> <dcterms:issued>2004</dcterms:issued> <dcterms:bibliographicCitation>First publ. in: Synlett 2004, 2, pp. 291-294</dcterms:bibliographicCitation> <dcterms:abstract xml:lang="eng">A new stereoselective method for the synthesis of 3-substituted and 2,3-disubstituted cyclopentanones is described. The key step is the 1,4-addition of a cuprate to a chilar Michael-acceptor derived from (-)-8-phenylmenthol or the Helmchen auxiliary followed by Dieckmann cyclization of the obtained chiral enolates. The resultant 2,3-cyclopentanones can be transformed after methanolysis and demethoxycarbonylation to the related 3-substituted ­cyclopentanones.</dcterms:abstract> <dc:creator>Kalogerakis, Aris</dc:creator> <dcterms:rights rdf:resource="https://creativecommons.org/licenses/by-nc-nd/2.0/legalcode"/> <dc:creator>Kreye, Paul</dc:creator> <dc:creator>Köhler, Thomas</dc:creator> <dc:contributor>Köhler, Thomas</dc:contributor> <dc:creator>Halfbrodt, Wolfgang</dc:creator> <dc:contributor>Groth, Ulrich</dc:contributor> <dc:creator>Groth, Ulrich</dc:creator> <dc:contributor>Halfbrodt, Wolfgang</dc:contributor> <dc:contributor>Kreye, Paul</dc:contributor> <dcterms:title>3-Substituted and 2,3-Disubstituted Cyclopentanones via an Asymmetric Tandem 1,4-Addition/Dieckmann Cyclization</dcterms:title> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/10048"/> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:16:13Z</dcterms:available> <dc:format>application/pdf</dc:format> <dc:contributor>Kalogerakis, Aris</dc:contributor> </rdf:Description> </rdf:RDF>

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