Proline-based Amino Pyridine Dipeptides as Efficient Organocatalysts for Direct Aldol Reaction |
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| Authors: | GAO Jun-long ZHENG Liang-yu ZHANG Suo-qin ZHANG Xin-min SUN Guo-dong QIN Lin LI Yao-xian LIU Qing-wen LI Xiao-bo |
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| Institution: | [1]College of Chemistry [2]Key Laboratory for Molecular Enzymology and Engineering, Ministry of Education, Jilin University, Changchun 130021, P. R. China |
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| Abstract: | A series of proline-based amino pyridine dipeptide organocatalysts was synthesized and applied in direct asymmetric intermolecular aldol reaction.These catalysts showed good solubility in organic solvents,good yields (73%-97%) and enantioselectivitives(74%-94%).Among them,dipeptide organocatalyst(2) was found to be the most efficient one for the asymmetric aldol reaction between cyclohexanone and 4-nitrobeznaldehyde.After optimizing the catalytic reaction conditions,we found that the catalyst showed high yield(97%),enantioselectivity(e.e.,up to 92%) and anti-diastereoselectivity(up to 95:5) at mild room temperature without any additives. |
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| Keywords: | Proline-based dipeptide Aldol reaction Enantioselectivity |
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