CAREER: New Titanium-based Methods and Strategies for Organic Synthesis

本研究项目致力于钛催化的(硅氧基)烯炔环合反应和基于Kulinkovich环丙烷化/环丙醇开环的两步亚基偶联反应。这些新方法在复杂分子合成中的应用将通过对两性内酯J和螺拉辛的全合成来展示。多步合成将作为将新材料引入本科生和研究生有机化学课程的平台。为了更好地向学生传达多步有机合成的原理、兴奋和意义，将开发基于网络的学习工具，并组织工业科学家的讲座访问。在科罗拉多大学博尔德大学化学和生物化学系的这一职业奖的支持下，科罗拉多大学博尔德分校化学和生物化学系的安德鲁·J·菲利普斯教授正在开发合成复杂有机分子的新方法。有机合成的进一步方法学和战略进步的重要性支撑了这一研究计划的追求。这一领域的进展将是对有机合成领域的根本性贡献，归根结底，这种进步将以各种方式对社会产生更广泛的影响，例如提供改进/廉价的药品、农用化学品和材料。反应设计和效率方面的战略进步也可以大大减少污染和资源消耗。菲利普斯教授将通过引入新的和相关的课程内容、开发基于网络的学习工具和启动工业科学家的讲座访问等多维方法，加强本科生和研究生水平的有机化学课程。

This research project is focused on the development of titanium-mediated (silyloxy)enyne cyclizations and a two-step subunit coupling based on Kulinkovich cyclopropanation / cyclopropanol opening. The application of these new methods to complex molecule synthesis will be demonstrated by total syntheses of amphidinolide J and spirolaxine. Multistep synthesis will be used as a platform for the introduction of new material into the undergraduate and graduate organic chemistry curriculum. In order to better convey the principles, excitement, and significance of multistep organic synthesis to students, web-based learning tools will be developed and lecture visits by industrial scientists will be organized.With the support of this CAREER award from the Organic and Macromolecular Chemistry Program, Professor Andrew J. Phillips, of the Department of Chemistry and Biochemistry at the University of Colorado - Boulder, is developing new methods for the synthesis of complex organic molecules. The pursuit of this research plan is underpinned by the importance of further methodological and strategic advances in organic synthesis. Advances in this area will represent a fundamental contribution to the field of organic synthesis, and ultimately such advances have a broader impact on society in diverse ways such as providing improved/cheaper medicines, agrochemicals, and materials. Strategic advances in reaction design and efficiency can also result in substantially decreased pollution and resource expenditure. Professor Phillips will enhance the organic chemistry curriculum at both the undergraduate and graduate levels through a multi-dimensional approach involving the introduction of new and relevant course content, the development of web-based learning tools, and the initiation of lecture visits by industrial scientists.