Novel supramolecular organocatalyst for asymmetric aldol reactions

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2013

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Demircan, Ezgi

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The proline–calix[4]arene thiourea host–guest complex catalyzed intermolecular aldol reaction of aromatic aldehydes with cyclohexanone is developed. The anti-configured products were obtained in good yields and high enantioselectivities. The reaction is proposed to work via modified Houk–List model, where the carboxylate part of the proline constitutes a supramolecular system with the thiourea. The outcome of the study indicates the influence of the calix[4]arene thiourea on the reactivity and selectivity in a non-polar reaction medium, even in the presence of water at moderate temperatures.

Subject Keywords

Asymmetry (Chemistry)., Catalysis., Proline., Aldol condensation.

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http://etd.lib.metu.edu.tr/upload/12616076/index.pdf
https://hdl.handle.net/11511/22763

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Graduate School of Natural and Applied Sciences, Thesis

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Citation Formats

E. Demircan, “Novel supramolecular organocatalyst for asymmetric aldol reactions,” M.S. - Master of Science, Middle East Technical University, 2013.