CAREER: Catalyst-controlled Activation of Oxaziridines

职业：氧氮丙啶的催化剂控制活化

• 批准号: 0645447
• 负责人: Tehshik Yoon
• 金额: $ 68.9万
• 依托单位: University of Wisconsin-Madison
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2007
• 资助国家: 美国
• 起止时间: 2007-02-01 至 2012-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0645447&HistoricalAwards=false
• 关键词: CAREER; Catalyst; controlled; Activation; Oxaziridines

This project addresses the Lewis acid activation of oxaziridines as a unified platform for the discovery of a range of new stereoselective catalytic oxidative methods. Lewis acid catalysis is a new approach to the development of oxidative transformations and will be applicable to the study of a variety of oxidants (e.g., dioxiranes, peroxyacids, hypervalent iodine). Fundamentally new oxaziridine reactivity will be developed, including highly regioselective aminohydroxylation reactions. Mechanistic studies will provide a deeper insight into the unique electronic structure and oxenoid reactivity of oxaziridines. Regioselective asymmetric alkane oxidation will also be explored, addressing a long-standing challenge in organic synthesis. Communication skills training will be integrated into the chemistry curriculum at both the undergraduate and graduate level by (1) integrating peer evaluation of our student seminars into the graduate chemistry curriculum, and (2) introducing blogs as coursework in an advanced undergraduate laboratory course.With the support of this CAREER award from the Organic and Macromolecular Chemistry Program, Professor Tehshik P. Yoon, of the Department of Chemistry at the University of Wisconsin, is developing new reactions applicable to the controlled and efficient synthesis of complex organic molecules. Although oxidations are a fundamental class of reactions capable of increasing functionality and molecular complexity in organic compounds, only a limited number of complexity-building oxidative transformations can be achieved using known methods of enantioselective catalysis. Professor Yoon and his students are developing a general strategy for the catalysis of broad classes of oxidation reactions. These studies are addressing long-standing problems in organic synthesis and are expected to lead to new and efficient methods for chemical synthesis. As part of a comprehensive strategy to better prepare both graduate and undergraduate students for careers at the forefront of the chemistry professions, Professor Yoon will integrate communication skills training into the chemistry curriculum, introducing peer review of student seminars and blogs as coursework in an advanced undergraduate laboratory course.

该项目解决了作为发现一系列新的立体选择性催化氧化方法的统一平台的恶氮嘧啶的刘易斯酸活化。刘易斯酸催化是发展氧化转化的新途径，将适用于各种氧化剂（如二氧环烷、过氧酸、高价碘）的研究。从根本上说，新的恶氮吡啶反应性将得到发展，包括高度区域选择性的氨基羟基化反应。机理研究将提供对恶氮嘧啶独特的电子结构和类氧反应性的更深入的了解。区域选择性不对称烷烃氧化也将探讨，解决一个长期的挑战，在有机合成。沟通技巧训练将被整合到本科和研究生的化学课程中，通过(1)将我们的学生研讨会的同行评估整合到研究生的化学课程中，以及(2)将博客作为高级本科实验课程的课程。在有机和大分子化学项目的CAREER奖的支持下，威斯康星大学化学系的Tehshik P. Yoon教授正在开发适用于控制和有效合成复杂有机分子的新反应。虽然氧化是一类基本的反应，能够增加有机化合物的功能和分子复杂性，但只有有限数量的复杂性的氧化转化可以使用已知的对映选择性催化方法来实现。尹教授和他的学生们正在开发一种催化多种氧化反应的通用策略。这些研究正在解决有机合成中长期存在的问题，并有望导致新的和有效的化学合成方法。为了让研究生和本科生更好地为化学行业的前沿职业做好准备，尹教授将把沟通技巧训练纳入化学课程，在高级本科生实验课程中引入学生研讨会和博客的同行评议。