Stereoselective Tandem Reactions

本项目主要研究立体选择性串联反应。 该项目有三个目标。 第一个是开发（Z）-二取代和（Z）-三取代乙烯基锌试剂的合成方法。 串联反应将被研究，以产生（Z）-二-和（Z）-三取代的乙烯基锌试剂的双键几何形状的完全控制。 第二个目标是将这些新的串联C-C键形成反应应用于关键天然产物亚基的合成。 第三个目标是研究糠醛的串联不对称加成/氧化反应，以提供各种高度对映体富集的杂环化合物。 有了这个奖项，有机和高分子化学计划正在支持宾夕法尼亚大学化学系教授帕特里克J.沃尔什的研究。 沃尔什教授和他的学生将研究新的方法来合成重要的有机中间体和开发新的战略，为合成天然和非天然产品。 在他们的努力中，还将制备新的对映体富集的手性结构单元。 这种结构单元将用于合成具有生物医学意义的复杂有机分子。

This project is focused on the study of stereoselective tandem reactions. There are three objectives in this project. The first one is to develop methods to generate (Z)-di- and (Z)-trisubstituted vinylzinc reagents. Tandem reactions will be studied to generate the (Z)-di- and (Z)-trisubstituted vinylzinc reagents with complete control of the double bond geometry. The second objective is to apply these new tandem C-C bond-forming reactions to the synthesis of key natural product subunits. The third objective is to study the tandem asymmetric addition/oxidation of furfurals to provide a variety of highly enantioenriched heterocycles. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Patrick J. Walsh of the Department of Chemistry at University of Pennsylvania. Professor Walsh and his students will be studying new methods to synthesize important organic intermediates and developing novel strategies for the synthesis of natural and unnatural products. Novel enantioenriched chiral building blocks will also be prepared in their efforts. Such building blocks will be useful for the synthesis of complex organic molecules of biomedical interest.