Design, synthesis and application of chiral tetraoxacalix[2]arene[2]triazine-based organocatalysts in asymmetric Michael addition reactions

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dc.contributor.authorGenc, Hayriye Nevin
dc.contributor.authorOzgun, Ummu
dc.contributor.authorSirit, Abdulkadir
dc.date.accessioned2024-02-23T12:05:57Z
dc.date.available2024-02-23T12:05:57Z
dc.date.issued2019
dc.departmentNEÜen_US
dc.description.abstractA novel type of oxacalix[2]arene[2]triazine-based organocatalysts for asymmetric Michael reactions are reported for the first time. Chiral subunits were attached to the heteroatom-bridged calixaromatic platform by a reaction of (R)- and (S)-1-aminotetraline with tetraoxacalix[2]arene[2]triazine in both enantiomeric forms. To evaluate the catalytic efficiency of the novel organocatalysts, isobutyraldehyde reacted with various substituted and unsubstituted aromatic trans-beta-nitrostyrenes in tetrahydrofuran (THF), leading to Michael adducts in excellent yields and enantioselectivites (up to 97% yield and 99% ee).en_US
dc.description.sponsorshipResearch Foundation of Necmettin Erbakan University [BAP-181210007]en_US
dc.description.sponsorshipResearch Foundation of Necmettin Erbakan University, Grant/Award Number: BAP-181210007en_US
dc.identifier.doi10.1002/chir.23055
dc.identifier.endpage300en_US
dc.identifier.issn0899-0042
dc.identifier.issn1520-636X
dc.identifier.issue4en_US
dc.identifier.pmid30702775en_US
dc.identifier.scopus2-s2.0-85060955861en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.startpage293en_US
dc.identifier.urihttps://doi.org/10.1002/chir.23055
dc.identifier.urihttps://hdl.handle.net/20.500.12452/10547
dc.identifier.volume31en_US
dc.identifier.wosWOS:000461867500003en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofChiralityen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAsymmetric Synthesisen_US
dc.subjectMichael Additionen_US
dc.subjectOrganocatalysisen_US
dc.subjectStereoselectivityen_US
dc.subjectTetraoxacalix[2]Arene[2]Triazineen_US
dc.titleDesign, synthesis and application of chiral tetraoxacalix[2]arene[2]triazine-based organocatalysts in asymmetric Michael addition reactionsen_US
dc.typeArticleen_US

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