Catalytic Methods for Asymmetric Synthesis

不对称合成的催化方法

• 批准号: 0316803
• 负责人: Viresh Rawal
• 金额: $ 44.4万
• 依托单位: University of Chicago
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2003
• 资助国家: 美国
• 起止时间: 2003-06-15 至 2006-05-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0316803&HistoricalAwards=false
• 关键词: Catalytic; Methods; Asymmetric; Synthesis

The focus of this research involves the development of catalytic, enantioselective Diels-Alder (DA) chemistry. New metal-salen complexes will be synthesized and heteroatom-substituted dienes will be developed for use in DA reactions. Further, metal-free catalysts that use hydrogen bonding rather than Lewis acids will be employed to promote the enantioselective process. The asymmetric catalysis capabilities of chiral alcohols and other hydrogen bond donors will be examined. The project will integrate crystallographic studies and molecular modeling into the work in order to develop models to rationalize observed enantioselectivities With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Viresh H. Rawal in the Department of Chemistry at the University of Chicago. Professor Rawal will focus on developing methodology for the selective catalytic preparation of chiral compounds. Specifically, enantioselective Diels-Alder (DA) reactions catalyzed by metal-salen complexes and metal-free catalysts will be carried out. There is great potential for broader impact of the work in the area for the pharmaceutical industry and the project also presents an excellent setting for the training of graduate students.

本研究的重点是发展催化、对映体选择性的Diels-Alder(DA)化学。新的金属-Salen络合物将被合成，杂原子取代的二烯将被开发用于DA反应。此外，使用氢键而不是Lewis酸的无金属催化剂将被用来促进对映选择性过程。我们将考察手性醇和其他氢键给体的不对称催化能力。该项目将把结晶学研究和分子建模结合到工作中，以开发模型来使观察到的对映体选择性合理化。拉瓦尔教授将专注于开发选择性催化制备手性化合物的方法学。具体来说，将进行由金属-Salen络合物和无金属催化剂催化的对映选择性Diels-Alder(DA)反应。该领域的工作对制药业产生更广泛影响的潜力很大，该项目也为研究生的培训提供了一个极好的环境。