Asymmetric Allylation for the Synthesis of Chiral Amines and Alcohols

不对称烯丙基化用于合成手性胺和醇

• 批准号: 1012295
• 负责人: Gregory Cook
• 金额: $ 42万
• 依托单位: North Dakota State University Fargo
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2010
• 资助国家: 美国
• 起止时间: 2010-07-01 至 2014-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1012295&HistoricalAwards=false
• 关键词: Asymmetric; Allylation; Synthesis; Chiral; Amines

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.

化学系的化学合成项目支持格雷戈里·R·教授的工作。库克在北达科他州州立大学开发手性胺和醇的不对称合成的新合成方法。特别是，该项目将研究由环境友好的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手性结构单元的高度期望的途径，所述手性结构单元可用于制备生物活性小分子药物和用于生物科学的工具。本计画将发展铟介导的酮亚胺高催化不对称选择性烯丙基化反应。此外，在手性铋催化剂的存在下，铋金属介导的酮的烯丙基化反应也将被开发。这两个过程中的不对称催化剂将被分离和表征，以提供对未来方向的洞察力，为环境友好的不对称方法的产生。使用无毒催化剂和试剂可以在最小废物的情况下完成的选择性化学反应将为未来环境可持续技术提供新的绿色化学工艺。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，本科生在他们的大学生涯早期（新生和大学生）将受益于这种研究经验。统计数据显示，在大学经历中较早参与的学生有更高的可能性继续从事科学事业。该项目将直接帮助国家科学基金会和国家实现增加科学人力资源的目标。