Chiral thiourea derivatives as organocatalyts in the enantioselective Morita-Baylis-Hillman reactions

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dc.contributor.authorAydin, A. Ebru
dc.date.accessioned2024-09-18T20:28:01Z
dc.date.available2024-09-18T20:28:01Z
dc.date.issued2020
dc.departmentHatay Mustafa Kemal Üniversitesien_US
dc.description.abstractNovel chiral bifunctional thiourea derivatives have been synthesised and successfully applied to the intermolecular Morita-Baylis-Hillman (MBH) reaction of an aromatic aldehyde with methyl vinyl ketone (MVK) and to the intramolecular MBH reaction of omega-formyl-enone. The corresponding products were obtained with high enantioselectivities (up to 98 % ee). The thiourea organocatalyst derived from a B-amino alcohol gave high enantioselectivities (92 % ee) in the intermolecular MBH reaction, whereas the same chiral ligand afforded the corresponding product in high yield (85 %) with moderate enantioselectivity (75 % ee) in the intramolecular MBH reaction. The use of a thiophene ring-containing thiourea derivative gave high enantioselectivities in the intermolecular and intramolecular MBH reactions (85 % and 95 % ee, respectively). [GRAPHICS] .en_US
dc.description.sponsorshipScientific Research Commission of Mustafa Kemal University [08F0201, 1005M0115]en_US
dc.description.sponsorshipThis research (08F0201 and 1005M0115) is financially supported by the Scientific Research Commission of Mustafa Kemal University.en_US
dc.identifier.doi10.24820/ark.5550190.p011.072
dc.identifier.endpage38en_US
dc.identifier.issn1551-7004
dc.identifier.issn1551-7012
dc.identifier.scopus2-s2.0-85114726756en_US
dc.identifier.scopusqualityQ4en_US
dc.identifier.startpage21en_US
dc.identifier.urihttps://doi.org/10.24820/ark.5550190.p011.072
dc.identifier.urihttps://hdl.handle.net/20.500.12483/10682
dc.identifier.wosWOS:000584517600003en_US
dc.identifier.wosqualityQ4en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherArkat Usa Incen_US
dc.relation.ispartofArkivocen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectIntermolecular Morita-Baylis-Hillman reactionen_US
dc.subjectintramolecular Morita-Baylis-Hillman reaction reactionen_US
dc.subjectB-amino alcoholen_US
dc.subjectchiral thiourea derivativesen_US
dc.titleChiral thiourea derivatives as organocatalyts in the enantioselective Morita-Baylis-Hillman reactionsen_US
dc.typeArticleen_US

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