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Understanding selectivity of nucleophilic addition to β-formyl-α-haloenoates: A synthetic and theoretical investigation
Tetrahedron ( IF 2.1 ) Pub Date : 2024-02-22 , DOI: 10.1016/j.tet.2024.133892
Ilya A. Tyumentsev , Igor A. Ushakov , Anton V. Kuzmin , Alexander Yu Rulev

The reactions of β-formyl-α-haloenoates with nitrogen-centered nucleophiles are described. DFT calculations have been used to better understand what factors influence and determine the chemo- and regioselectivity of the nucleophilic addition of amines to such systems. The easy synthetic approaches to the functionally substituted enoate derivatives including tertiary dehydroamino acid esters and furan-2(5)-ones provides highlight of this work.

中文翻译:

了解 β-甲酰基-α-卤代烯酸酯亲核加成的选择性:合成和理论研究

描述了 β-甲酰基-α-卤代烯酸酯与以氮为中心的亲核试剂的反应。 DFT 计算已用于更好地了解哪些因素影响和确定胺亲核加成到此类系统的化学和区域选择性。功能取代的烯酸酯衍生物(包括叔脱氢氨基酸酯和呋喃-2(5)-酮)的简单合成方法是这项工作的亮点。
更新日期:2024-02-22
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