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Enamines of 3-acyltetramic acids from β-enamino amides and amino acids
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2017-11-11 , DOI: 10.1016/j.tetlet.2017.11.023
Plamen Angelov , Silvia Ivanova , Pavel Yanev

A novel approach for the synthesis of enamine derivatives of N-protected 3-acyltetramic acids is described. The synthetic procedure relies on α-C-acylation of β-enamino amides with N-protected α-amino acids and subsequent cyclisation of the obtained intermediates in refluxing TFA. The tetramic derivatives are obtained with very good enantiopurity (e.r. ≥95:5). Ring-enlarged analogues (piperidine-2,4-diones) can also be obtained from β-amino acids.



中文翻译:

β-烯氨基酰胺和氨基酸中的3-酰基四酸的烯胺

描述了一种新的合成N-保护的3-酰基四酸的烯胺衍生物的方法。的合成方法依赖于α- Ç β-烯酰胺的酰化用ñ -保护所获得的中间体的α氨基酸和随后环在回流的TFA。获得具有良好对映体纯度(er≥95:5)的四级衍生物。环扩大的类似物(哌啶-2,4-二酮)也可以从β-氨基酸获得。

更新日期:2017-11-11
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