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Synthesis of Novel 3,4-Disubstituted Pyrrolidine-3-carboxylic Acid Derivatives |
ZHANG Wei, XU Liang |
Department of Natural Materia Medica, West China School of Pharmacy, Sichuan University, Chengdu 610041, China |
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Abstract Ten novel cis-trans-2,4-disubstituted pyrrolidine-3-carboxylic acid derivatives(3a~3j) in yield of 65%~75% were synthesized by 1,3-dipolar cycloaddition reaction of N-(trimethylsilylmethyl)benzaldehyde imine with α,β-unsaturated oxazolidinone amides, using phosphoric acid as catalyst. The structures were characterized by 1H NMR, 13C NMR and HR-MS. The stereochemical structure of 3b was confirmed by Xray single crystal diffraction.
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Received: 18 April 2015
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