Dergi makalesi Açık Erişim
Dagoneau, Dylan; Kolleth, Amandine; Quinodoz, Pierre; Horoz, Beyza; Catak, Saron; Lumbroso, Alexandre; Sulzer-Mosse, Sarah; De Mesmaeker, Alain
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<identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/230444</identifier>
<creators>
<creator>
<creatorName>Dagoneau, Dylan</creatorName>
<givenName>Dylan</givenName>
<familyName>Dagoneau</familyName>
<affiliation>Syngenta Crop Protect AG, Crop Protect Res, Res Chem, Schaffhauserstr 101, CH-4332 Stein, Switzerland</affiliation>
</creator>
<creator>
<creatorName>Kolleth, Amandine</creatorName>
<givenName>Amandine</givenName>
<familyName>Kolleth</familyName>
<affiliation>Syngenta Crop Protect AG, Crop Protect Res, Res Chem, Schaffhauserstr 101, CH-4332 Stein, Switzerland</affiliation>
</creator>
<creator>
<creatorName>Quinodoz, Pierre</creatorName>
<givenName>Pierre</givenName>
<familyName>Quinodoz</familyName>
<affiliation>Syngenta Crop Protect AG, Crop Protect Res, Res Chem, Schaffhauserstr 101, CH-4332 Stein, Switzerland</affiliation>
</creator>
<creator>
<creatorName>Horoz, Beyza</creatorName>
<givenName>Beyza</givenName>
<familyName>Horoz</familyName>
<affiliation>Bogazici Univ, Dept Chem, TR-34342 Istanbul, Turkey</affiliation>
</creator>
<creator>
<creatorName>Catak, Saron</creatorName>
<givenName>Saron</givenName>
<familyName>Catak</familyName>
<affiliation>Bogazici Univ, Dept Chem, TR-34342 Istanbul, Turkey</affiliation>
</creator>
<creator>
<creatorName>Lumbroso, Alexandre</creatorName>
<givenName>Alexandre</givenName>
<familyName>Lumbroso</familyName>
<affiliation>Syngenta Crop Protect AG, Crop Protect Res, Res Chem, Schaffhauserstr 101, CH-4332 Stein, Switzerland</affiliation>
</creator>
<creator>
<creatorName>Sulzer-Mosse, Sarah</creatorName>
<givenName>Sarah</givenName>
<familyName>Sulzer-Mosse</familyName>
<affiliation>Syngenta Crop Protect AG, Crop Protect Res, Res Chem, Schaffhauserstr 101, CH-4332 Stein, Switzerland</affiliation>
</creator>
<creator>
<creatorName>De Mesmaeker, Alain</creatorName>
<givenName>Alain</givenName>
<familyName>De Mesmaeker</familyName>
<affiliation>Syngenta Crop Protect AG, Crop Protect Res, Res Chem, Schaffhauserstr 101, CH-4332 Stein, Switzerland</affiliation>
</creator>
</creators>
<titles>
<title>Synthesis Of Highly Substituted Cyclobutanones By A One-Pot Keteniminium-Enamine Process</title>
</titles>
<publisher>Aperta</publisher>
<publicationYear>2021</publicationYear>
<dates>
<date dateType="Issued">2021-01-01</date>
</dates>
<resourceType resourceTypeGeneral="Text">Journal article</resourceType>
<alternateIdentifiers>
<alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/230444</alternateIdentifier>
</alternateIdentifiers>
<relatedIdentifiers>
<relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1002/hlca.202100022</relatedIdentifier>
</relatedIdentifiers>
<rightsList>
<rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
<rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
</rightsList>
<descriptions>
<description descriptionType="Abstract">Herein, we describe an effective one-pot sequence for the regio- and stereoselective synthesis of highly substituted cyclobutanones. This process relies on first a [2+2] cycloaddition involving a keteniminium salt intermediate with an alkene followed by isomerization of the resulting cyclobutaniminium salt into its cyclic enamine form and then reaction of the latter with an electrophile. The adduct can be either hydrolyzed or reduced to give the corresponding cyclobutanone or cyclobutanamine, respectively, with excellent diastereocontrol. A variety of electrophiles was tolerated allowing the incorporation of diverse substituents and functionalities onto the cyclobutyl ring. Additionally, the coplanarity of diverse cyclic enamines was investigated through a DFT study.</description>
</descriptions>
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