Synthesis and application of L-proline and R-phenylglycine derived organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes

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dc.contributor.authorNaziroglu, Hayriye Nevin
dc.contributor.authorSirit, Abdulkadir
dc.date.accessioned2024-02-23T14:37:21Z
dc.date.available2024-02-23T14:37:21Z
dc.date.issued2012
dc.departmentNEÜen_US
dc.description.abstractNovel R-phenylglycine derived organocatalysts were prepared from the reaction of Cbz-R-phenylglycine with indoline, pyrrolidine, or (S)-(-)-2-(diphenylmethyl) pyrrolidine in 3 steps. The asymmetric Michael addition of cyclohexanone to nitroolefins was investigated using R-phenylglycine derivatives along with L-prolinamides as chiral catalysts. The desired products were obtained in excellent yields with enantioselectivities up to 90% ee and diastereomeric ratio up to 98:2 of the syn addition product.en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey [TUBITAK-109T167]; Research Foundation of Selcuk University [BAP-09201134]en_US
dc.description.sponsorshipWe are grateful for the grants from the Scientific and Technological Research Council of Turkey (TUBITAK-109T167) and the Research Foundation of Selcuk University (BAP-09201134).en_US
dc.identifier.doi10.3906/kim-1110-25
dc.identifier.endpage670en_US
dc.identifier.issn1300-0527
dc.identifier.issue5en_US
dc.identifier.scopus2-s2.0-84870786682en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage659en_US
dc.identifier.urihttps://doi.org/10.3906/kim-1110-25
dc.identifier.urihttps://hdl.handle.net/20.500.12452/16063
dc.identifier.volume36en_US
dc.identifier.wosWOS:000311947000003en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherTubitak Scientific & Technological Research Council Turkeyen_US
dc.relation.ispartofTurkish Journal Of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectAminesen_US
dc.subjectAsymmetric Catalysisen_US
dc.subjectMichael Additionen_US
dc.subjectNitroolefinsen_US
dc.subjectOrganocatalysisen_US
dc.titleSynthesis and application of L-proline and R-phenylglycine derived organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenesen_US
dc.typeArticleen_US

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