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Proline-mediated dimerization of cinnamaldehydes via 1,3-dipolar cycloaddition reaction with azomethine ylides. A rapid access to highly functionalized hexahydro-1H-pyrrolizine
Authors:Bor-Cherng Hong  Kwan-Liang Liu  Chih-Wei Tsai  Ju-Hsiou Liao
Institution:Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi 621, Taiwan, ROC
Abstract:1,3-Dipolar cycloaddition reaction of cinnamaldehyde with azomethine ylides generated through decarboxylation of iminium or oxazolidinone intermediate formed by the reaction of l-proline with cinnamaldehydes is reported. The stereoselective reaction provides an efficient access to the highly functionalized hexahydro-1H-pyrrolizine.
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