Synthetic Approaches for the Construction of Chiral Aziridines

文献类型： 外文期刊

第一作者： Liu, Qing-Hui

作者： Liu, Qing-Hui;Liu, Jiaxuan;Han, Ya-Ping;Peng, Li-Zeng;Liang, Yong-Min

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关键词： Optically active aziridines; Reactions of olefines with nitrene sources; Reactions of imines with carbenes; Construction of optically active aziridines via reaction of azirines; Construction of optically active aziridines via intramolecular cyclization of amine.

期刊名称：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY （ 影响因子：2.7； 五年影响因子：2.5 ）

ISSN： 1434-193X

年卷期： 2025 年 28 卷 2 期

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收录情况： SCI

摘要： Optically active aziridines represent a pivotal class of rigid three-membered nitrogen-heterocyclic compounds found in natural products, pharmaceuticals, agrochemicals, and functional motifs, which have demonstrated outstanding practicability as therapeutic molecular frameworks, versatile synthetic endpoints, and functional materials in both academic and industrial communities. Recent years have witnessed a broad spectrum of prominent breakthroughs in the field of chiral aziridines due to the aziridine-based rigid and three-dimensional pharmacophores, which have resulted in streamlining the drug discovery process. Over the past few decades, particular attention has been directed towards the strategically efficient, versatile, and practical assembly of optically active aziridines. These synthesis approaches have demonstrated great potential in the context of the construction of pharmaceutical molecules, biologically and pharmacologically relevant natural products, and functional materials. In this review, several synthetic strategies for the assembly of chiral aziridines are summarized, which could be divided into five categories: (1) Introduction; (2) Construction of optically active aziridines via reactions of olefines with nitrene sources; (3) Construction of optically active aziridines via reactions of imines with carbenes; (4) Construction of optically active aziridines via reaction of azirines; (5) Construction of optically active aziridines via intramolecular cyclization of amine derivatives.

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