Intermolecular Free Radical Addition Reactions

合成有机计划正在支持俄亥俄州立大学化学系的戴维·J·哈特博士的研究。哈特博士是开发用于有机合成的分子间自由基加成反应的先驱。在目前的项目中，苯并吡喃的锡基醚将作为锡自由基的来源进行研究，锡自由基反过来将催化共轭反应和甲亚胺加成反应。还将研究β-锡基硼烷作为烷基卤化物、烷基硒醚、硝基烷烃和黄药与缺电子烯烃偶联的试剂。这项研究的另一个目标将是研究α-碳烷氧基、α-烷氧基和α-酰氨基分子间反应的立体化学过程。这些自由基反应的底物将包括三烷基锡氢化物、烯丙基锡烷和缺电子烯烃。研究结果将与酯烯醇酸盐的相关烷基化和羰基加成反应进行比较。

The Synthetic Organic Program is supporting the research of Dr. David J. Hart of the Department of Chemistry at Ohio State University. Dr. Hart is a pioneer in the development of intermolecular free radical addition reactions for use in organic synthesis. In the current project, stannyl ethers of benzopinacols will be investigated as sources of tin radicals which, in turn, will mediate conjugate and azomethine addition reactions. The study of beta-stannylboranes as reagents for coupling alkyl halides, alkyl selenides, nitroalkanes and xanthates to electron deficient alkenes will also be undertaken. Another objective of the research will be to investigate the stereochemical course of the intermolecular reactions of alpha-carboalkoxy, alpha-alkoxy and alpha-acylamino radicals. Substrates for the reactions of these radicals will include trialkyltin hydrides, allylstannanes and electron deficient alkenes. The results of the studies will be compared to the related alkylations of ester enolates and carbonyl addition reactions.