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.

该项目将刘易斯酸的激活作为统一的平台，以发现一系列新的立体选择性催化氧化方法。刘易斯酸催化是一种开发氧化转化的新方法，将适用于多种氧化剂（例如二氧酸性，过氧酸，过氧酸性，高价值碘）的研究。从根本上讲，将开发出新的黄兆氨酸反应性，包括高度区域选择性氨基羟基化反应。机械研究将为沙发嘧啶的独特电子结构和类氧反应性提供更深入的洞察力。还将探索区域选择性的不对称烷烃氧化，以解决有机合成中长期存在的挑战。 （1）通过（1）将我们的学生研讨会的同行评估整合到研究生化学课程中，以及（2）将博客作为课程介绍在高级毕业生实验室课程中介绍该课程的课程。威斯康星州正在开发适用于复杂有机分子的受控和有效合成的新反应。尽管氧化是有机化合物中能够增加功能和分子复杂性的基本反应类别，但只能使用已知的对映选择性催化方法来实现有限数量的复杂性氧化转化。 Yoon教授和他的学生正在制定一般策略来催化广泛的氧化反应。这些研究正在解决有机合成中的长期问题，并有望导致化学合成的新方法。作为一项综合策略的一部分，旨在更好地为研究生和本科生准备在化学专业的职业生涯中，Yoon教授将将沟通技巧培训整合到化学课程中，将学生研讨会和博客的同伴评论作为课程，以作为高级实验室课程的课程。