Proline-calixarene thiourea host-guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of water
dc.contributor.author | Demircan, Ezgi | |
dc.contributor.author | Eymur, Serkan | |
dc.contributor.author | Demir, Ayhan Sitki | |
dc.date.accessioned | 2020-03-26T18:58:26Z | |
dc.date.available | 2020-03-26T18:58:26Z | |
dc.date.issued | 2014 | |
dc.department | Selçuk Üniversitesi | en_US |
dc.description.abstract | A 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.sponsorship | Scientific and Technological Research Council of Turkey (TUBITAK), Selcuk UniversitySelcuk University; Middle East Technical University (METU) | en_US |
dc.description.sponsorship | The 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.doi | 10.1016/j.tetasy.2014.01.015 | en_US |
dc.identifier.endpage | 448 | en_US |
dc.identifier.issn | 0957-4166 | en_US |
dc.identifier.issue | 5 | en_US |
dc.identifier.scopusquality | N/A | en_US |
dc.identifier.startpage | 443 | en_US |
dc.identifier.uri | https://dx.doi.org/10.1016/j.tetasy.2014.01.015 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12395/31092 | |
dc.identifier.volume | 25 | en_US |
dc.identifier.wos | WOS:000334985000007 | en_US |
dc.identifier.wosquality | Q2 | en_US |
dc.indekslendigikaynak | Web of Science | en_US |
dc.indekslendigikaynak | Scopus | en_US |
dc.language.iso | en | en_US |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | en_US |
dc.relation.ispartof | TETRAHEDRON-ASYMMETRY | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.selcuk | 20240510_oaig | en_US |
dc.title | Proline-calixarene thiourea host-guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of water | en_US |
dc.type | Article | en_US |