Application of Cascade Processes for the Synthesis of Polycyclic Ring Systems

级联工艺在多环体系合成中的应用

• 批准号: 0450779
• 负责人: Albert Padwa
• 金额: $ 44.5万
• 依托单位: Emory University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2005
• 资助国家: 美国
• 起止时间: 2005-01-01 至 2008-12-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0450779&HistoricalAwards=false
• 关键词: Application; Cascade; Processes; Synthesis; Polycyclic

The foci of this research are threefold. First, tandem cyclization/cycloaddition with rhodium carbenoids will be used to prepare natural products, for example the natural product komaroviquinone. Second, the cycloaddition and cyclization reactions of thioisomunchnones will be employed for alkaloid syntheses of representatives of the eburnamenine and aspidosperma families. Third, domino ring-forming reactions using various oximes and 2,3-bis(phenylsulfonyl)-1,3-diene will lead to the formation of piperidine-containing compounds such as halichlorine, a marine alkaloid.With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research and educational activities of Dr. Albert Padwa in the Department of Chemistry at Emory University. Professor Padwa will focus his work on developing tandem, or cascade, methods for the formation of several carbon-carbon bonds and/or ring systems in a single operation. A combination of cationic, anionic, radical, carbenoid or pericyclic processes will be used to assemble complex target molecules. Broader impacts of the project are in the area of training of graduate students and the work has significant implications for the pharmaceutical industry.

这项研究的重点有三个方面。首先，将使用串联的环化/环加成反应来制备天然产物，例如天然产物Komaroviqone。其次，硫代异蒙脱酮的环加成和环化反应将被用于以eburnamenine和asidosperma为代表的生物碱的合成。第三，使用不同的肟类和2，3-二(苯磺酰基)-1，3-二烯的多米诺环化反应将导致含有哌啶的化合物的形成，例如海洋生物碱卤代氯。有了这个续展的奖项，有机和高分子化学计划正在支持艾默里大学化学系的阿尔伯特·帕德瓦博士的研究和教育活动。帕德瓦教授将专注于开发串联或级联的方法，以便在一次操作中形成几个碳-碳键和/或环系。将使用阳离子、阴离子、自由基、类卡宾或周环过程的组合来组装复杂的目标分子。该项目在研究生培训领域产生了更广泛的影响，这项工作对制药业具有重大影响。