CAREER: : Polarizing the Nazarov Cyclization

职业生涯：：纳扎罗夫环化的两极分化

• 批准号: 0349045
• 负责人: Alison Frontier
• 金额: $ 55.6万
• 依托单位: University of Rochester
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2004
• 资助国家: 美国
• 起止时间: 2004-01-01 至 2008-12-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0349045&HistoricalAwards=false
• 关键词: CAREER; Polarizing; Nazarov; Cyclization

Professor Frontier will develop Lewis acid-catalyzed Nazarov reactions - electrocyclization of divinyl ketones, affording cyclopentenones via stereospecific conrotatory bond formation. During the project period, Professor Frontier will improve the efficiency of the catalytic Nazarov reaction and achieve asymmetric induction using chiral ligands for the Lewis acid catalyst, identify trends correlating substrate structure with reactivity, define the scope and utility of the reaction, and establish the methodology as a versatile synthetic tool by applying it to the synthesis of representative complex target molecules. Professor Frontier will develop and maintain a Web site designed to serve as a resource and discussion forum for students involved in the laboratory practice of organic chemistry at all levels.With this CAREER award, the Organic and Macromolecular Chemistry Program is supporting the teaching and research activities of Professor Alison J. Frontier, of the Department of Chemistry at the University of Rochester. Professor Frontier is developing novel reaction chemistry which allows the facile construction of complex molecular structures from structurally simple precursors. Her studies are providing new tools for selective transformations utlizing only small (catalytic) quantities of reagents and offering promise for general applicability in the synthesis of biologically or chemically active organic molecules. Through the design and maintenance of a Web site serving as a resource and discussion forum for students involved in the laboratory practice of organic chemistry, Professor Frontier is demystifying the successful practice of synthetic organic chemistry and facilitating the widespread sharing of technical expertise and scientific wisdom.

Frontier 教授将开发路易斯酸催化的纳扎罗夫反应 - 二乙烯基酮的电环化，通过立体定向旋转键形成提供环戊烯酮。在项目期间，Frontier教授将提高催化纳扎罗夫反应的效率，并使用路易斯酸催化剂的手性配体实现不对称诱导，确定底物结构与反应性的相关趋势，定义反应的范围和效用，并建立方法论作为一种多功能合成工具，将其应用于代表性复杂目标分子的合成。 Frontier 教授将开发和维护一个网站，旨在为参与各级有机化学实验室实践的学生提供资源和讨论论坛。凭借这一职业奖，有机和高分子化学项目正在支持教学和研究活动罗彻斯特大学化学系 Alison J. Frontier 教授的研究成果。 Frontier 教授正在开发新型反应化学，可以从结构简单的前体轻松构建复杂的分子结构。她的研究为仅使用少量（催化）试剂的选择性转化提供了新工具，并为生物或化学活性有机分子的合成提供了普遍适用性。通过设计和维护一个网站，为参与有机化学实验室实践的学生提供资源和讨论论坛，Frontier 教授揭开了合成有机化学成功实践的神秘面纱，并促进技术专业知识和科学智慧的广泛分享。