Low Valent Titanium-Mediated Organic Synthesis

低价钛介导的有机合成

• 批准号: 0615604
• 负责人: Jin Cha
• 金额: $ 40.4万
• 依托单位: Wayne State University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2006
• 资助国家: 美国
• 起止时间: 2006-07-01 至 2012-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0615604&HistoricalAwards=false
• 关键词: Low; Valent; Titanium; Mediated; Organic

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.

本项目致力于低价钛介导的碳-碳键形成的机理和合成研究。随着对羧酸酯及其衍生物的库林科维奇环丙烷化反应的详细机理研究，该项目将针对易于获得的杂原子取代环丙烷的合成应用，通过缓解环应变的优势有效地构建中等大小的碳环。将研究烯烃交换与碳金属化、乙烯基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高烯醇的利用。凭借这一奖项，有机与高分子化学计划支持韦恩州立大学化学系教授金凯·查的研究。查教授和他的学生将开发经济且易于执行的过渡金属介导的有机转化。该项目对化工和制药行业具有相当重要的意义，因为它可能会影响有机分子的制备方式。