Proline and its derivatives constitute the important organic entities as organocatalyst, ACE inhibitors, bioactive molecules/intermediates to bioactive molecules as well as components of various natural products e.g. Kainic acid, (-)-domoic acid, etc. Due to its wide range of utility extensive studies have been made for the synthesis of 2, 3, 4 or 5 substituted prolines. One pot synthesis of 2,4,5-substituted prolines through 1,3-dipolar addition of various amino acids with homochiral acrylate has also been carried out successfully. Herein we wish to report the 1,3-dipolar addition of Schiff bases, where chiral auxiliary has been introduced in the Schiff bases and 1,3dipolar addition with methyl acrylate leading to the synthesis of 2(S),4(S),5(R)-substituted prolines has been achieved successfully.

中文翻译：

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通过α-氨基酸的N-亚芳基薄荷酯与丙烯酸甲酯的1,3-偶极加成反应不对称合成2,4,5-取代的脯氨酸

脯氨酸及其衍生物构成重要的有机实体，包括有机催化剂，ACE抑制剂，生物活性分子/生物活性分子的中间体以及各种天然产物的成分，例如海藻酸，（-）-十二酸等。由于其广泛的用途已经进行了广泛的研究来合成2、3、4或5个取代的脯氨酸。通过与高手性丙烯酸酯的各种氨基酸的1,3-偶极加成反应，一锅合成2,4,5-取代的脯氨酸也已成功完成。在此，我们希望报告Schiff碱的1,3-偶极加成，其中在Schiff碱中引入了手性助剂，以及与丙烯酸甲酯的1,3偶极加成导致合成2（S），4（S），5 （R）-取代的脯氨酸已成功实现。