New Methods for the Asymmetric Synthesis of Amines

胺不对称合成的新方法

• 批准号: 1464129
• 负责人: Jonathan Ellman
• 金额: $ 48万
• 依托单位: Yale University
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2015
• 资助国家: 美国
• 起止时间: 2015-05-01 至 2018-04-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1464129&HistoricalAwards=false
• 关键词: New; Methods; Asymmetric; Synthesis; Amines

AbstractIn this project funded by the Chemical Catalysis Program of the Chemistry Division, Professor Jonathan Ellman of Yale University is developing efficient new strategies for the asymmetric synthesis of chiral amines, which are important motifs in pharmaceuticals, agrochemicals and new materials. The broader impacts of this work include the potential for the development of new and practical methods for the asymmetric synthesis of important classes of chiral amines applicable to the preparation of pharmaceuticals, agrochemical and materials. In addition, Professor Ellman regularly participates in Yale's Science, Technology and Research Scholars program by providing opportunities for underrepresented minority and women scientists to carry out research in his laboratory. Professor Ellman also participates in the Yale University Science Pathways program, which actively supports New Haven middle and high school students interested in science.The research program has two main parts. One part relies on the practical asymmetric synthesis of aminoboronic acid derivatives that are engaged through transition metal catalysis to react with a variety of different carbon electrophiles to give valuable chiral amine products. In the second research area asymmetric organocatalysis is used to couple nucleophiles with substituted nitroalkenes. Reduction of the nitro group then provides chiral branched amine products. A key step in this strategy is enantioselective nitronate protonation, which has not previously been investigated.

摘要：耶鲁大学的Jonathan Ellman教授在耶鲁大学化学学部化学催化项目的资助下，研究了手性胺的不对称合成的新策略，手性胺是药物、农用化学品和新材料的重要基序。这项工作的更广泛的影响包括开发新的和实用的方法，用于不对称合成重要类别的手性胺，适用于药物，农用化学品和材料的制备。此外，Ellman教授定期参加耶鲁大学的科学、技术和研究学者项目，为未被充分代表的少数民族和女性科学家提供在他的实验室进行研究的机会。埃尔曼教授还参加了耶鲁大学科学之路项目，该项目积极支持对科学感兴趣的纽黑文中学生。该研究项目有两个主要部分。一部分依赖于氨基硼酸衍生物的实际不对称合成，这些衍生物通过过渡金属催化与各种不同的碳亲电试剂反应，得到有价值的手性胺产品。在第二个研究领域，不对称有机催化用于亲核试剂与取代的硝基烯烃的偶联。硝基的还原得到手性支胺产物。该策略的一个关键步骤是对映选择性硝酸钠质子化，这在以前没有被研究过。