Upper rim-functionalized calix[4]arene-based l-proline as organocatalyst for direct asymmetric aldol reactions in water and organic media |
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| Authors: | Arzu Uyanik Mevlut Bayrakci Serkan Eymur Mustafa Yilmaz |
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| Affiliation: | 1. Selcuk University, Department of Chemistry, 42031 Konya, Turkey;2. Nigde University, Ulukisla Vocational School, 51100 Nigde, Turkey;3. Giresun University, Department of Energy Systems Engineering, 28200 Giresun, Turkey |
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| Abstract: | The synthesis of upper rim-functionalized calix[4]arene-based l-proline was described, and its catalytic efficiency as organocatalyst for the enantioselective aldol reaction in water was investigated. The results showed that the nature of the hydrophobic cavity of calixarene is critical for catalytic activity in water. The products of the reaction between various ketones and aldehydes with anti-configuration were obtained in high yields (up to 94%) with high diastereo- (up to 95:5 dr) and enantioselectivities (up to 80% ee). |
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