CAREER: Annulation Reactions of a-Substituted Allylsilanes

职业：α-取代的烯丙基硅烷的成环反应

• 批准号: 9701622
• 负责人: Keith Woerpel
• 金额: $ 28.89万
• 依托单位: University of California-Irvine
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 1997
• 资助国家: 美国
• 起止时间: 1997-05-01 至 2001-04-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9701622&HistoricalAwards=false
• 关键词: CAREER; Annulation; Reactions; Substituted; Allylsilanes

Professor Woerpel's research focuses on the development of new methodologies for the construction of carbocyclic and heterocyclic compounds through the (3+2) annulation reactions of functionalized allylsilanes. Use of allylsilanes with strategically-placed electron-donating substituents permits rapid 1,2-silyl migration in the initially formed beta-silyl carbocations, leading to more stable carbocations which then undergo annulation with a variety of reactive functionalities. In addition to providing synthetic access to a variety of cyclic structures, these studies also permit the assessment of the role of electronic factors in these annulation reactions. Portions of the research program are particularly designed to encourage participation by undergraduate research students. Professor Woerpel will also examine the effectiveness of new pedagogical tools for improving student comprehension of organic chemistry, focusing on three central themes, stereochemistry, conformational analysis and inductive effects in determining acidity. With this CAREER award, the Synthetic Organic Program supports the research and educational activities of Professor Keith A. Woerpel of the Department of Chemistry at the University of California, Irvine. Professor Woerpel's research efforts are focused on the development of new approaches for the synthesis of cyclic compounds. These studies, exploiting unique reactions of silicon-containing molecules, promise access to a variety of carbocyclic (containing only carbon) and heterocyclic compounds (containing elements such as nitrogen in addition to carbon). Such cyclic structures form the basis of numerous pharmaceutical compounds and other important products. Professor Woerpel's educational activities include the involvement of undergraduates, recruited both from his home campus and through outreach programs, in his research program. Professor Woerpel will also incorporate new laboratory- and computer-based approaches and implement a learning cycle approach to the teaching of undergraduate organic chemistry.

Woerpel教授的研究重点是开发新的 碳环和杂环的构建方法 化合物通过官能化的（3+2）成环反应， 烯丙基硅烷 烯丙基硅烷与战略性放置的 给电子取代基允许1，2-甲硅烷基在 最初形成的β-甲硅烷基碳阳离子，导致更稳定的 碳阳离子，然后进行成环与各种反应 功能。 除了提供合成的各种 这些研究还允许评估 电子因素在这些成环反应中的作用。 的部分 这些研究计划特别旨在鼓励参与 由本科研究生进行。 沃佩尔教授还将研究 新的教学工具对提高学生 有机化学的理解，侧重于三个中心主题， 立体化学、构象分析和诱导效应 测定酸度。 有了这个职业奖，合成有机计划支持 基思A.沃佩尔的 加州大学欧文分校化学系。 Woerpel教授的研究重点是 合成环状化合物的新方法。 这些研究， 利用含硅分子的独特反应， 获得各种碳环（仅含碳）和 杂环化合物（另外含有氮等元素 碳）。 这种循环结构形成了许多 药物化合物和其他重要产品。 教授 Woerpel的教育活动包括 他从自己的母校和外展机构招募了一些本科生， 在他的研究计划中。 Woerpel教授还将 采用新的实验室和计算机方法， 学习循环法在本科有机化学教学中的应用 化学.