Ring Closing Metathesis of Enynes-Mechanistic Study and Application

烯炔的闭环复分解-机理研究与应用

• 批准号: 0401783
• 负责人: Daesung Lee
• 金额: $ 39.5万
• 依托单位: University of Wisconsin-Madison
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2004
• 资助国家: 美国
• 起止时间: 2004-05-01 至 2007-04-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0401783&HistoricalAwards=false
• 关键词: Ring; Closing; Metathesis; Enynes; Mechanistic

The focus of this research involves five goals: First, to develop a general and efficient enyne ring-closing metathesis (RCM) platform for scope and mechanistic studies. Second, to define the parameters that control the ring closure as well as the E/Z selectivity of the resulting dienes. Third, to study the mechanism of the enyne RCM. Fourth, to generate new ruthenium complexes via the enyne RCM. Fifth, to to apply the RCM methodology to the synthesis of putative 9-membered ring cores of the anticancer antibiotic C-1027. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Daesung Lee in the Department of Chemistry at the University of Wisconsin, Madison. Professor Lee will focus his work on the development of a new process for the formation of macrocycles (large carbon rings) using the ring-closing metathesis of enynes. Both mechanistic and synthetic approaches will be followed in the project and the methodology will be used to prepare compounds with interesting biological properties. The project has potential for broader impact in the pharmaceutical industry and will serve as an excellent training ground for graduate students.

本研究的重点包括五个方面的目标：第一，开发一个通用、高效的环合环化分解(RCM)平台，用于范围和机理研究。第二，确定控制环闭合以及生成的二烯的E/Z选择性的参数。第三，研究了环氧氯丙烷的作用机理。第四，通过enyne RCM生成新的Ru络合物。第五，将RCM方法应用于抗癌抗生素C-1027的9元环核的合成。通过这一奖项，有机和高分子化学项目支持了威斯康星大学麦迪逊分校化学系李大生博士的研究。李教授将专注于开发一种新的工艺，利用烯炔的闭环复分解来形成大环(大碳环)。该项目将遵循机械方法和合成方法，并将使用该方法来制备具有有趣生物特性的化合物。该项目有可能在制药行业产生更广泛的影响，并将成为研究生的极好培训基地。