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Approach to synthesis and structure of chiral multi-functionalized organophosphorus derivatives

机译：手性多功能有机磷衍生物的合成与结构研究

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摘要

The diastereomerically pure organophosphorus derivatives containing multiple chiral centers 5 and 5' were obtained, respectively, in 62%—84% yields with ≥ 98% de (diastereomeric excess) via asymmetric reaction of the chiron, 3-bromo-2(5H)-furanone 4 with racemic diethyl α-hydroxyl-substituted-phosphonates 3 + 3' and further through the separation of the diastereomeric mixture by chromatography. The structures of the chiral organophosphorus derivatives were identified on the basis of their elementary and spectro-scopic data, such as IR, ~1H NMR, ~(13)C NMR, MS and X-ray crystallography. In this report, the synthetic methods of the active organophosphorus substrates, the structure characterization and resolution, the optical purity and the stereochemistry of the chiral products were discussed. These results provide a new idea and a good method for synthesizing some natural organophosphorus compounds and approaching their biological activities, also a facile route to the application of organophosphorus substrates.
机译：通过三价-2,5-溴-2（5H）-的不对称反应，分别获得了具有多个手性中心5和5'的非对映体纯有机磷衍生物，产率为62％-84％，de≥98％（非对映异构体过量）。呋喃酮4与外消旋的二乙基α-羟基取代的膦酸酯3 + 3'并进一步通过色谱分离非对映体混合物。根据它们的基本和光谱数据，例如IR，〜1H NMR，〜（13）C NMR，MS和X射线晶体学，鉴定了手性有机磷衍生物的结构。在这份报告中，讨论了活性有机磷底物的合成方法，手性产物的结构表征和拆分，光学纯度和立体化学。这些结果为合成某些天然有机磷化合物并接近其生物学活性提供了新思路和良好方法，也是应用有机磷底物的简便途径。

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