Development of New Methods for Alkaloid Synthesis via the Oxa-di-pi-Methane Rearrangement and Radical Chemistry

通过 Oxa-di-pi-甲烷重排和自由基化学合成生物碱的新方法的开发

• 批准号: 9010491
• 负责人: Cynthia McClure
• 金额: $ 1.6万
• 依托单位: University of Delaware
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 1990
• 资助国家: 美国
• 起止时间: 1990-07-01 至 1992-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9010491&HistoricalAwards=false
• 关键词: Development; New; Methods; Alkaloid; Synthesis

This Research Opportunities for Women Research Planning Grant is in the general area of organic chemistry. Dr. Cynthia K. McClure of the Chemistry Department of the University of Delaware will explore two different methods for the synthesis of the nitrogen heterocyclic substructures of alkaloids. One method is the photochemical oxa-di-pi-methane rearrangement of amides and other nitrogen-containing compounds to produce pyrrolizidine and indolizidine alkaloid skeletons. The second method involves the addition of radicals to the nitrogen of imidate esters to form a new carbon-nitrogen bond under non-ionic conditions. If successful, these methods could be used in the total synthesis of biologically active alkaloids and their analogs and a proposal for sustained study in that area could be developed.

妇女研究机会计划补助金是在有机化学的一般领域。特拉华大学化学系的辛西娅·K·麦克卢尔博士将探索两种不同的方法来合成生物碱的氮杂环亚结构。一种方法是酰胺和其他含氮化合物的光化学氧代二皮甲烷重排，以生成吡咯里西丁和吲哚里西丁生物碱骨架。第二种方法是在非离子条件下将基团加到亚胺酸酯的氮上，形成新的碳-氮键。如果成功，这些方法可以用于生物活性生物碱及其类似物的全合成，并可以提出在这一领域进行持续研究的建议。