Catalytic Methods for Asymmetric Synthesis

本研究的重点涉及催化，对映选择性Diels-Alder （DA）化学的发展。新的金属-salen配合物将被合成，杂原子取代二烯将被开发用于DA反应。此外，使用氢键而不是路易斯酸的无金属催化剂将被用来促进对映选择过程。手性醇和其他氢键供体的不对称催化能力将被研究。该项目将把晶体学研究和分子建模整合到工作中，以开发模型来合理化观察到的对映选择性。通过该奖项，有机和大分子化学计划将支持芝加哥大学化学系Viresh H. Rawal博士的研究。Rawal教授将专注于开发手性化合物的选择性催化制备方法。具体来说，将进行金属-salen配合物和无金属催化剂催化的Diels-Alder （DA）对映选择性反应。该领域的工作对制药业具有广泛影响的巨大潜力，该项目也为培养研究生提供了良好的环境。

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.