Stereoselective Reactions of Aromatic Building Blocks

芳香族嵌段的立体选择性反应

• 批准号: 2246693
• 负责人: Jeffrey Johnson
• 金额: $ 51.5万
• 依托单位: University of North Carolina at Chapel Hill
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2023
• 资助国家: 美国
• 起止时间: 2023-08-01 至 2026-07-31
• 项目状态: 未结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=2246693&HistoricalAwards=false
• 关键词: Stereoselective; Reactions; Aromatic; Building; Blocks

With the support of the Chemical Synthesis program in the Division of Chemistry, Professor Jeffrey Johnson of the University of North Carolina at Chapel Hill will study the reaction chemistry of abundant aromatic starting materials. Molecular complexity and sustainability are considerable challenges for the field of chemistry. Professor Johnson and his team are seeking to develop new chemical reactions that generate highly functionalized and useful products from simpler and abundant feedstock chemicals. It is expected that some of the highly functionalized products will find applications as bioactive compounds in chemical biology and medicinal chemistry. Catalysis will play a central role in these studies, which are expected to provide new experimental tools for the chemical community. The research impacts will be complemented by the research team’s efforts in outreach to elementary schools and the general public, and through support for students from underrepresented groups in science, technology, engineering and mathematics (STEM).The generation of highly functionalized and stereochemically defined small molecule building blocks is central to many scientific endeavors, particularly in the realm of chemical synthesis for applications in chemical biology. Aromatic compounds are seldom viewed as useful starting molecules for stereoselective synthesis of nonaromatic materials due to their inherent stability and relative inertness. Professor Johnson’s team is pursuing a multipronged approach to the development of catalytic pathways that convert achiral aromatic starting materials into useful, stereoenriched, chiral building blocks, including highly functionalized systems and heterocycles. The Johnson laboratory aims to transform achiral aromatic compounds into chiral carbocycles through catalyzed dearomatization reactions such as carbenoid transfer and reduction under mild conditions. Application to the rapid generation of natural products and natural product mimics is expected during the course of these studies.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.

在化学综合计划的化学划分的支持下，北卡罗来纳大学教堂山分校的杰弗里·约翰逊教授将研究绝对芳香起始材料的反应化学。分子复杂性和可持续性是化学领域面临的巨大挑战。约翰逊教授和他的团队正在寻求开发新的化学反应，从而从更简单，富含的原料化学品中产生高度功能型和有用的产品。预计某些高度功能化的产品将在化学生物学和医学化学中找到应用作为生物活性化合物。催化将在这些研究中发挥核心作用，预计该研究将为化学界提供新的实验工具。研究团队将完成研究的影响，并通过支持来自代表性不足的科学，技术，工程和数学（STEM）的学生的支持。由于其继承稳定性和相对惰性，因此很少将芳族化合物视为非芳族材料的立体选择性合成的有用起始分子。约翰逊教授的团队正在采用多运输的方法来开发催化途径，这些途径将Achiral Athromatic的起始材料转化为有用的，立体化的手性构建块，包括高度功能化的系统和异源。约翰逊实验室的目的是通过催化的珍贵疗法反应（例如在轻度条件下的carbenoid转移和还原）将ACHIRAL芳香化合物转化为手性碳循环。在这些研究过程中，预计将适用于快速生成天然产品和天然产品模拟物。该奖项反映了NSF的法定任务，并使用基金会的知识分子优点和更广泛的影响标准，被视为通过评估而被视为珍贵的支持。