Halogenated Cyclic Allylic Cations in 4+3 Cycloadditions

4 3 环加成中的卤代环状烯丙基阳离子

• 批准号: 9985536
• 负责人: Michael Harmata
• 金额: $ 41.7万
• 依托单位: University of Missouri-Columbia
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2000
• 资助国家: 美国
• 起止时间: 2000-02-15 至 2003-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9985536&HistoricalAwards=false
• 关键词: Halogenated; Cyclic; Allylic; Cations; 4+3

The focus of this research is the development of 4 + 3 cycloadditon chemistry and its use in the preparation of natural products. The intermediates to be prepared are halogenated, principally brominated, cyclic oxyallylic and allylic cations. Cycloadditons followed by quasi-Favorskii rearrangement leading to the preparation of synthons for cyclobutadiene 4 + 2 cycloadditon reactions will be a key strategy of the project. Synthetic targets which will be approached include poduran, sulcatine G, sterpurene, spatol and isocomene. The research offers a sound project for the training of graduate students. With this Renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Michael Harmata of the Department of Chemistry of the University of Missouri-Columbia. Professor Harmata will focus his work on the preparation of complex organic compounds using 4 + 3 cycloaddition chemistry. The approach could have broad impacts in the pharmaceutical and agricultural industries.

本研究的重点是4 + 3环加成反应的发展及其在天然产物制备中的应用。 要制备的中间体是卤化的，主要是溴化的，环状的氧烯丙基和烯丙基阳离子。 环加成后的准Favorskii重排导致制备用于环丁二烯4 + 2环加成反应的双质子将是该项目的关键策略。 合成目标将接近包括poduran，sulcatine G，sterpurene，spatol和isocomene。 本研究为研究生的培养提供了一个良好的方案。 有了这个更新奖，有机和高分子化学计划支持密苏里大学哥伦比亚分校化学系的Michael Harmata博士的研究。 Harmata教授将专注于使用4 + 3环加成化学制备复杂的有机化合物。 该方法可能对制药和农业行业产生广泛影响。