Stereoselective Tandem Reactions

本课题致力于立体选择性串联反应的研究。这个项目有三个目标。一是开发(Z)-二和(Z)-三取代乙烯基锌试剂的合成方法。将研究串联反应以生成完全控制双键构型的(Z)-二和(Z)-三取代乙烯基锌试剂。第二个目标是将这些新的串联C-C成键反应应用于合成关键的天然产物亚基。第三个目标是研究糠醛的串联不对称加成/氧化反应，以提供各种高对映体富集型杂环。通过这一奖项，有机和高分子化学项目支持宾夕法尼亚大学化学系帕特里克·J·沃尔什教授的研究。沃尔什教授和他的学生将研究合成重要有机中间体的新方法，并开发合成天然和非天然产品的新策略。在他们的努力下，还将制备新型的富含对映体的手性构建块。这样的构建块将有助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.