Data on synthesis, reactivity and bioactivity of N-hydroxy(tetrahydrofuran-2-yl)amines were discussed in the present review. General approaches to chiral N-glycosylhydroxylamines based on reactions of hydroxylamine with cyclic five-membered hemiacetals or dihydrofurans as well as reactions of tetrahydrofuran-containing nitrones with nucleophiles were systematized. The application of N-hydroxy(tetrahydrofuran-2-yl)amines in the synthesis of chiral heterocycles, aminophosphonic acids, N-hydroxypropargylamines, as well as natural compounds (for example, sieboldin A), pharmaceuticals (Zileuton) and their analogs was demonstrated. It was found that depending on substituents, N-hydroxy(tetrahydrofuran-2-yl)-amines can act as lipoxygenase inhibitors, and show antioxidant, antitumor, antibacterial, and other types of activities.

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N-羟基(四氢呋喃-2-基)胺的合成与应用

本综述讨论了有关 N-羟基（四氢呋喃-2-基）胺的合成、反应性和生物活性的数据。基于羟胺与环状五元半缩醛或二氢呋喃反应以及含四氢呋喃硝酮与亲核试剂反应的手性 N-糖基羟胺的一般方法被系统化。证明了 N-羟基（四氢呋喃-2-基）胺在手性杂环、氨基膦酸、N-羟基炔丙胺以及天然化合物（例如，西伯丁 A）、药物（齐留通）及其类似物合成中的应用. 研究发现，根据取代基的不同，N-羟基（四氢呋喃-2-基）-胺可以作为脂肪氧化酶抑制剂，并表现出抗氧化、抗肿瘤、抗菌和其他类型的活性。