RUI: Asymmetric Synthesis of Pyran-Based Natural Products

RUI：基于吡喃的天然产物的不对称合成

• 批准号: 0237658
• 负责人: Thomas Smith
• 金额: $ 17.73万
• 依托单位: Williams College
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2003
• 资助国家: 美国
• 起止时间: 2003-03-15 至 2007-02-28
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0237658&HistoricalAwards=false
• 关键词: RUI; Asymmetric; Synthesis; Pyran; Based

The focus of this research is to develop an efficient general strategy for the asymmetric synthesis of pyranoid functionality found in numerous natural products. Malonate-derived anions will be added to chiral auxiliaries to produce unsaturated lactones common to several important antibiotics, including callystatin and leptomycin. Palladium catalyzed coupling will be explored to couple the lactone subunits. The methodology will also be applied to hennoxazole A, an antiviral marine natural product. With this RUI award, the Organic and Macromolecular Chemistry Program is supporting the research and educational efforts of Dr. Thomas T. Smith of the Department of Chemistry at Williams College. Professor Smith will focus his work on the construction of important anti-viral and anti-biotic substances. The educational activities of the award will include teaching the art of organic synthesis to undergraduate students at Williams College.

这项研究的重点是开发一种有效的通用策略来不对称合成在众多天然产物中发现的吡喃类官能团。丙二酸衍生的阴离子将被添加到手性助剂中，以产生几种重要抗生素常见的不饱和内酯，包括卡司他丁和软霉素。将探索钯催化偶联来偶联内酯亚基。该方法也将适用于抗病毒海洋天然产品苯诺沙唑A。凭借这一RUI奖，有机化学和高分子化学项目正在支持威廉姆斯学院化学系托马斯·T·史密斯博士的研究和教育努力。史密斯教授将把工作重点放在构建重要的抗病毒和抗生物物质上。该奖项的教育活动将包括向威廉姆斯学院的本科生教授有机合成艺术。