Sequential Reactions of Main Group Element Substituted Dienes

该项目将继续致力于催化、外选择性和对映选择性Diels-Alder反应的发展。硼和硅取代二烯在成本和处理方面比过渡金属取代二烯具有实际优势，将被制备并用于催化化学和串联反应。这些二烯可用于逆转Diels-Alder反应的正常内位选择性，并以高收率、非对映选择性和对映选择性获得新的环加合物立体异构体。这种合成方法将提供相对和绝对的环加合物立体化学，这是以前不易通过易聚合的z -二烯的内选择性Diels-Alder反应获得的。有了这个奖项，有机和大分子化学项目支持维克森林大学化学系的马克·威尔克教授的研究。Welker教授的研究工作围绕串联Diels-Alder/水解和Diels-Alder/交叉偶联反应的发展。这些串联反应的产物具有生物活性，从抗昆虫到生物医学科学应用。因此，该方法的成功发展将对制药和农业工业的合成产生影响。

This project will continue work on the development of catalytic, exo selective and enantioselective Diels-Alder reactions. Boron and silicon-substituted dienes, which offer practical advantages over transition metal-substituted dienes in terms of cost and disposal, will be prepared and utilized in catalytic chemistry and tandem reactions. These dienes can be used to reverse the normal endo selectivity of Diels-Alder reactions and provide access to new cycloadduct stereoisomers in high yield, diastereoselectivity and enantioselectivity. This synthetic method will provide access to relative and absolute cycloadduct stereochemistries that were not readily available previously through endo-selective Diels-Alder reactions of the polymerization-prone Z-dienes. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Mark Welker of the Department of Chemistry at Wake Forest University. Professor Welker's research efforts revolve around the development of tandem Diels-Alder/hydrolysis and Diels-Alder/cross coupling reactions. The products of these tandem reactions have biological activities ranging from insect anti-feedants to biomedical science applications. The successful development of the methodology therefore will have an impact on synthesis in the pharmaceutical and agricultural industries.