Catalysts for Asymmetric Phosphonylation and Synthetic Applications

本研究的重点是合成高对映体过量的羟基膦酸酯类化合物、羟基膦酸酯类化合物的结构精化以及钯偶联到P(O)-H和P(O)-Cl体系合成的膦酸酯类化合物。为精制烯丙基羟基膦酸酯而开发的反应将应用于神经酰胺类似物的合成。通过这一奖项，有机和高分子化学项目支持了密苏里大学圣路易斯分校化学和生物化学系克里斯托弗·D·斯皮林博士的研究。斯皮林教授将致力于开发醛的催化不对称磷酸化方法，以及发现用于合成生物活性分子的烯丙基羟基膦酸酯的新转化。这项研究对药物化学和农业行业具有更广泛的影响。此外，该项目将为本科生和研究生的培训提供一个极好的机会。

The focus of this research involves the synthesis of hydroxy phosphonates with high enantiomeric excess, the structural elaboration of hydroxy phosphonates and synthesis of phosphonates via palladium coupling to P(O)-H and P(O)-Cl systems. The reactions developed for the elaboration of allylic hydroxy phosphonates will be applied to the synthesis of ceramide analogs. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Christopher D. Spilling in the Department of Chemistry and Biochemistry at the University of Missouri-Saint Louis. Professor Spilling will focus his research efforts on developing methodology for the catalytic, asymmetric phosphonylation of aldehydes and on the discovery of new transformations of allylic hydroxy phosphonates for the synthesis of biologically active molecules. The research has broader impact for medicinal chemistry and the agricultural industry. Further, the project will provide an excellent opportunity for the training of undergraduate and graduate students.