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

这项妇女研究计划研究机会补助金是在有机化学的一般领域。特拉华大学化学系的Cynthia K. McClure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。一种方法是将酰胺和其他含氮化合物进行光化学氧化二吡啶-甲烷重排，生成吡咯利西啶和吲哚利西啶生物碱骨架。第二种方法是在非离子条件下，将自由基加到酰酯的氮上，形成新的碳-氮键。如果成功，这些方法可用于生物活性生物碱及其类似物的全合成，并可提出在该领域进行持续研究的建议。

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.