Proline-calixarene thiourea host-guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of water

dc.contributor.authorDemircan, Ezgi
dc.contributor.authorEymur, Serkan
dc.contributor.authorDemir, Ayhan Sitki
dc.date.accessioned2020-03-26T18:58:26Z
dc.date.available2020-03-26T18:58:26Z
dc.date.issued2014
dc.departmentSelçuk Üniversitesien_US
dc.description.abstractA proline-calix[4]arene thiourea host-guest complex catalyzed intermolecular aldol reaction of aromatic aldehydes with cyclohexanone has been developed. The anti-configured products were obtained in good yields and with high enantioselectivities. The reaction is proposed to work via a modified Houk-List model, where the carboxylate part of the praline constitutes as a supramolecular system with the thiourea. The outcome of the study indicates the influence of the calix[4]arene thiourea on both the reactivity and selectivity in a non-polar reaction medium, even in the presence of water at moderate temperatures. (C) 2014 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK), Selcuk UniversitySelcuk University; Middle East Technical University (METU)en_US
dc.description.sponsorshipThe authors gratefully acknowledge the Scientific and Technological Research Council of Turkey (TUBITAK), Selcuk University and The Middle East Technical University (METU). The authors also thank Professor Abdulkadir Sirit for providing the bis(3-aminopropoxy)calix[4]arene 3.en_US
dc.identifier.doi10.1016/j.tetasy.2014.01.015en_US
dc.identifier.endpage448en_US
dc.identifier.issn0957-4166en_US
dc.identifier.issue5en_US
dc.identifier.scopusqualityN/Aen_US
dc.identifier.startpage443en_US
dc.identifier.urihttps://dx.doi.org/10.1016/j.tetasy.2014.01.015
dc.identifier.urihttps://hdl.handle.net/20.500.12395/31092
dc.identifier.volume25en_US
dc.identifier.wosWOS:000334985000007en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherPERGAMON-ELSEVIER SCIENCE LTDen_US
dc.relation.ispartofTETRAHEDRON-ASYMMETRYen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.selcuk20240510_oaigen_US
dc.titleProline-calixarene thiourea host-guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of wateren_US
dc.typeArticleen_US

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