Asymmetric Allylation for the Synthesis of Chiral Amines and Alcohols

化学系化学合成项目支持北达科他州立大学Gregory R. Cook教授开发手性胺和醇的不对称合成新方法的工作。特别是该项目将研究由环境友好型金属铟和铋介导的碳氮和碳氧双键的新型对映选择性烯丙基化反应。对映选择性催化烯丙基化是制备具有生物活性的小分子药物和生物科学工具的手性构件的一种非常理想的途径。本项目将开发铟介导的高催化对映选择性烯丙基化反应。此外，在手性铋催化剂的存在下，金属铋介导酮的烯丙化反应也将得到发展。这两种工艺的不对称催化剂将被分离和表征，以提供对环境无害的不对称方法的未来发展方向的见解。选择性化学反应可以使用无毒催化剂和试剂以最少的废物完成，这将为未来的环境可持续技术提供新的更绿色的化学过程。该项目将为化学科学领域的本科生、研究生和博士后提供研究经验。特别是，本科学生在他们的大学生涯早期（大一和大二）将受益于这个研究经验。统计数据显示，在大学阶段更早投入的学生更有可能继续从事科学事业。该项目将直接有助于国家科学基金会和国家增加科学人力资源的目标。

The Chemical Synthesis Program in the Division of Chemistry supports the work of Professor Gregory R. Cook at North Dakota State University to develop new synthetic methods for the asymmetric synthesis of chiral amines and alcohols. In particular the project will investigate novel enantioselective allylation reactions of carbon-nitrogen and carbon-oxygen double bonds mediated by the environmentally friendly metals indium and bismuth. Enantioselective catalytic allylation is a highly desired route for the preparation of chiral building blocks that can be utilized in the preparation of biologically active small molecule pharmaceuticals and tools for biological sciences. This project will develop highly catalytic enantioselective allylation of ketimines mediated by indium. Additionally, allylation of ketones mediated by bismuth metal in the presence of chiral bismuth catalysts will be developed. The purported asymmetric catalysts for both of these processes will be isolated and characterized to provide insight for future directions for the generation of environmentally benign asymmetric methods. Selective chemical reactions that can be accomplished with minimal waste using non-toxic catalysts and reagents will allow for new greener chemical processes for future environmentally sustainable technologies. This project will provide research experiences for undergraduate students, graduate students and postdoctoral associates in the chemical sciences. In particular, undergraduate students early in their college careers (freshmen and sophomores) will benefit from this research experience. Statistics show that students engaged earlier in their college experience have a higher probability of continuing on to a career in science. This project will directly aid the goals of NSF and the Country to increase human resources in sciences.