Low Valent Titanium-Mediated Organic Synthesis

本项目主要进行低价钛介导碳-碳键形成的机理和合成研究。除了对羧酸酯及其衍生物的Kulinkovich环丙烷化机理进行详细的研究外，该项目还将利用环应变的缓解作用，将易于获得的杂原子取代环丙烷用于高效构建中型碳环。烯烃交换与碳金属化、葡萄酰胺的分子内环丙烷化、硫缩醛介导的分子内环丙烷化、乙烯基环丙醇的亲电加成以及环丙醇作为同醇化物的利用将进行研究。通过这个奖项，有机和大分子化学项目支持韦恩州立大学化学系Jin K. Cha教授的研究。查教授和他的学生将致力于发展过渡金属介导的有机转化，这种转化既经济又容易实现。该项目对化学和制药行业具有相当重要的意义，因为它可能影响有机分子的制备方式。

This project is focused on the mechanistic and synthetic studies of low valent titanium-mediated carbon-carbon bond formation. Along with detailed mechanistic studies of the Kulinkovich cyclopropanation of carboxylic esters and derivatives, the project will be directed at the synthetic application of the readily available heteroatom substituted cyclopropanes for efficient construction of medium-sized carbocycles by taking advantages of relief of ring strain. Olefin exchange vs. carbometallation, intramolecular cyclopropanation of vinylogous amides, thioacetal-mediated intramolecular cyclopropanation, electrophilic addition of vinyl cyclopropanols, and utilization of cyclopropanols as homoenolates will be investigated.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Jin K. Cha of the Department of Chemistry at Wayne State University. Professor Cha and his students will be developing transition metal mediated organic transformations that are economical and easy to execute. The project is of considerable significance to the chemical and pharmaceutical industry, as it could impact how organic molecules are prepared.