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.

在化学系化学合成项目的支持下，北卡罗来纳大学教堂山分校的 Jeffrey Johnson 教授将研究丰富的芳香族原料的反应化学。分子的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，从更简单和丰富的原料化学品中产生高度功能化和有用的产品，预计一些高度功能化的产品将在化学生物学和药物化学中作为生物活性化合物得到应用。会玩这些研究将在这些研究中发挥核心作用，预计将为化学界提供新的实验工具。研究小组将努力向小学和公众推广，并通过对来自代表性不足群体的学生的支持来补充研究的影响。科学、技术、工程和数学（STEM）。高度功能化和立体化学定义的小分子构建单元的生成是许多科学努力的核心，特别是在化学生物学应用的化学合成领域，芳香族化合物很少被认为是有用的。起始分子为由于非芳香族材料固有的稳定性和相对惰性，约翰逊教授的团队正在寻求一种多管齐下的方法来开发催化途径，将非芳香族起始材料转化为有用的、立体丰富的手性结构单元，包括高度功能化的系统和杂环。 Johnson实验室的目标是在温和条件下通过类胡萝卜素转移和还原等催化脱芳构化反应将非手性芳香族化合物转化为手性碳环。在这些研究过程中，预计会快速产生天然产物和天然产物模拟物。该奖项反映了 NSF 的法定使命，并通过使用基金会的智力价值和更广泛的影响审查标准进行评估，被认为值得支持。