Catalytic Enantioselective Cation Radical-Mediated Transformations

催化对映选择性阳离子自由基介导的转化

• 批准号: 8158605
• 负责人: David A Nicewicz
• 金额: $ 29.59万
• 依托单位: UNIV OF NORTH CAROLINA CHAPEL HILL
• 依托单位国家: 美国
• 财政年份: 2011
• 资助国家: 美国
• 起止时间: 2011-09-01 至 2016-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/8158605
• 关键词: Acids; Alder plant; Alkenes; Anions; Architecture; Area; Aziridines; Biological Factors; Carbon Dioxide; Catalysis; Cations; Charge; Chemicals; Cyclization; Cyclopropanes; Economics; Electrons; Epoxy Compounds; General Population; Goals; Ions; Mediating; Medicine; Methods; Molecular; Nature; Outcome; Oxidants; Oxidation-Reduction; Oxygen; Pathway interactions; Preparation; Process; Production; Protocols documentation; Reaction; Reagent; Relative (related person); Research; Research Personnel; Salts; Solutions; Structure; System; Technology; Transition Elements; Visible Radiation; adduct; catalyst; cycloaddition; cyclopropane; diene; enantiomer; functional group; innovation; insight; novel; oxidation; programs; small molecule; tool; wasting

DESCRIPTION (provided by applicant): Catalytic Enantioselective Cation Radical-Mediated Transformations: A New Paradigm in Asymmetric Catalysis The major goal of this research endeavor is to develop new catalyst systems for selective organic transformations that will be broadly applicable to the synthesis of therapeutically relevant small organic molecules. Specifically, our research is focused on developing new practical chemical reagents for the asymmetric catalysis of radical processes in an operationally trivial manner. We will develop moisture and oxygen stable chiral organic single-electron oxidation catalysts that are activated by visible light in order to initiate chemical reactivity. We will demonstrate that our catalysts can be utilized in enantioselective transformations mediated by cation radical species. It is anticipated that reactions such as enantioselective cycloaddition and alkene hydrofunctionalization reactions will be possible and will provide biomedical researchers with additional practical tools for single enantiomer medicinal agent synthesis. The proposed transformations follow the desirable tenants of atom economy, waste reduction and overall redox neutrality. As a consequence, we expect that this catalyst system could provide economic benefits in regards to the production of medicines available to the general public. PUBLIC HEALTH RELEVANCE: Catalytic Enantioselective Cation Radical-Mediated Transformations: A New Paradigm in Asymmetric Catalysis The objective of this research program is to invent new synthetic protocols of relevance to the preparation of medicinal agents. We aim to develop catalysts that absorb visible light to promote reactions that are otherwise outside of the scope of existing chemical transformations.

描述（由申请人提供）：催化映选择性阳离子自由基介导的转化：一种新的非对称催化范式的新范式，这项研究努力的主要目标是为选择性有机转化开发新的催化剂系统，这些系统将广泛适用于治疗上相关的小型有机分子的合成。具体而言，我们的研究重点是开发新的实用化学试剂，以以操作的方式对激进过程的不对称催化。我们将开发水分和氧稳定的手性有机单电子氧化催化剂，这些催化剂被可见光激活以启动化学反应性。我们将证明我们的催化剂可用于由阳离子自由基介导的对映选择性转化。预计将有可能采取的反应，例如对映选择性环加成和烯烃加氢功能反应，并将为生物医学研究人员提供其他实用工具，用于单个对映异构体药物合成。拟议的转变遵循原子经济的理想租户，减少废物和整体氧化还原中立性。结果，我们预计该催化剂系统可以为公众提供的药物生产提供经济利益。 公共卫生相关性：催化对映选择性阳离子自由基介导的转化：不对称催化的新范式该研究计划的目的是发明与制备药用剂相关的新合成协议。我们的目的是开发吸收可见光的催化剂，以促进反应，而这些反应在现有化学转化范围之外。