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Application of α-Amino-β-fluorophosphonates in Construction of their Dipeptide Analogues
Synthesis ( IF 2.2 ) Pub Date : 2020-05-13 , DOI: 10.1055/s-0040-1707813
Marcin Kaźmierczak 1, 2 , Grzegorz Dutkiewicz 1 , Tomasz Cytlak 1
Affiliation  

Herein, we present application of α-amino-β-fluorophosphonates for the construction of their dipeptide analogues. α-Amino-β-fluorophosphonates were prepared in a XtalFluor-E mediated deoxyfluorination of α-hydroxy-β-aminophosphonates. The reaction proceeds through an aziridinium ion formation, which was confirmed by the formation­ of a hexacoordinate phosphorus compound. Moreover, the absolute configuration of the obtained compounds was determined by X-ray analysis, which proved the stereochemistry.

中文翻译:

α-氨基-β-氟代膦酸酯在其二肽类似物构建中的应用

在本文中,我们目前在构建α-氨基-β-氟代膦酸酯的二肽类似物中的应用。在XtalFluor-E介导的α-羟基-β-氨基膦酸酯的脱氧氟化中制备了α-氨基-β-氟膦酸酯。该反应通过形成叠氮鎓离子而进行,这通过六配位磷化合物的形成得以证实。此外,通过X射线分析确定了所得化合物的绝对构型,证明了立体化学。
更新日期:2020-05-13
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