Cyclopropane-mediated Organic Synthesis

环丙烷介导的有机合成

• 批准号: 0209321
• 负责人: Jin Cha
• 金额: $ 34.5万
• 依托单位: University of Alabama Tuscaloosa
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2002
• 资助国家: 美国
• 起止时间: 2002-06-01 至 2002-11-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0209321&HistoricalAwards=false
• 关键词: Cyclopropane; mediated; Organic; Synthesis

The focus of this research is refinement of the Kulinkovich reaction which involves the titanium-mediated cyclopropanation of esters and the use of the resulting heteroatom-substituted cyclopropanes as synthetic intermediates for medium size ring formation. Methods for asymmetric cyclopropanation, cyclopropanol and cyclopropylamine-mediated syntheses, and the elaboration of vinylcyclobutanols will be pursued and a total synthesis of the natural product suberosenone will be used to highlight the methodology.With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Jin K. Cha of the Department of Chemistry at the University of Alabama. Professor Cha will focus his work on the development of methods for the stereoselective construction of carbocycles by taking advantage of the release of ring strain present in readily available heteroatom-substituted cyclopropanes. The research has potential broader impact in the pharmaceutical and agricultural industries and presents an excellent vehicle for the training of students.

本研究的重点是精炼的Kulinkovich反应，其中涉及钛介导的环丙烷化的酯和使用所得的杂原子取代的环丙烷作为合成中间体的中等大小的环形成。 不对称环丙烷化、环丙醇和环丙胺介导的合成方法以及乙烯基环丁醇的制备方法将继续进行，天然产物辛二烯酮的全合成将用于突出方法学。有了这个更新奖项，有机和大分子化学计划将支持Jin K博士的研究。亚拉巴马大学化学系的Cha博士说。 查教授的工作将集中于利用容易获得的杂原子取代的环丙烷中存在的环张力的释放来开发立体选择性构建碳环的方法。该研究在制药和农业行业具有潜在的更广泛的影响，并为学生的培训提供了一个很好的工具。