CAREER: : Polarizing the Nazarov Cyclization

Frontier教授将开发Lewis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的形成提供环戊酮。在项目期间，Frontier教授将提高催化纳扎罗夫反应的效率，利用Lewis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活性的关联趋势，确定反应的范围和用途，并通过将其应用于典型复杂目标分子的合成，将该方法建立为一种通用的合成工具。Frontier教授将开发和维护一个网站，作为各级参与有机化学实验室实践的学生的资源和讨论论坛。通过这个职业奖项，有机和高分子化学计划支持罗切斯特大学化学系的Alison J.Frontier教授的教学和研究活动。Frontier教授正在开发新的反应化学，它允许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的工具，并为合成具有生物或化学活性的有机分子提供了普遍适用的前景。通过设计和维护一个网站，作为参与有机化学实验室实践的学生的资源和讨论论坛，Frontier教授正在揭开合成有机化学成功实践的神秘面纱，并促进技术专长和科学智慧的广泛分享。

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.