CAREER: Versatility of Phosphorothioate Esters in the Synthesis of Sulfur-Containing Molecules

职业：硫代磷酸酯在含硫分子合成中的多功能性

• 批准号: 1052824
• 负责人: Jimmy Wu
• 金额: $ 55万
• 依托单位: Dartmouth College
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2011
• 资助国家: 美国
• 起止时间: 2011-02-01 至 2016-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1052824&HistoricalAwards=false
• 关键词: CAREER; Versatility; Phosphorothioate; Esters; Synthesis

In this project, funded by the Chemical Synthesis program of the Division of Chemistry and the Office of Experimental Program to Stimulate Competitive Research, Jimmy Wu of Dartmouth College will explore novel methods for the synthesis of sulfur-containing molecules. This will be accomplished via two methods: 1) UV-promoted or gallium-catalyzed substitution of alcohols, ethers, silyl ethers, or benzoates, and 2) gallium-catalyzed hydrothiolation of unactivated alkenes. The second objective of this application is to demonstrate the utility of phosphorothioate esters in stereoselective syntheses of sulfur-containing molecules.Many well-known bioactive drugs such as antibiotics, anti-inflammatory agents, and anti-ulcerative agents, contain sulfur. Sulfur-containing compounds also play an important role in organic synthesis as they are useful intermediates in a wide range of reactions. Given the importance of sulfur in chemistry and biology, it is rather surprising that comparatively little effort has been devoted to this research area. This project seeks to develop new technologies for the preparation of this important class of compounds. A primary broader impact of this proposal includes increasing the awareness and knowledge of organic chemistry in the general population by creating a series of short, animated films which focus on central topics in organic chemistry. Through the integrated educational and research activities of this project, undergraduate and graduate students will receive training and be prepared for careers in either academia or industrial settings.

在这个由化学系化学合成计划和刺激竞争研究实验计划办公室资助的项目中，达特茅斯学院的吉米·吴将探索合成含硫分子的新方法。这将通过两种方法完成：1)紫外光促进或镓催化的醇、醚、硅醚或苯甲酸酯的取代，以及2)镓催化的未活化烯烃的氢硫化反应。本应用的第二个目的是展示硫代硫酸酯在含硫分子立体选择性合成中的应用。许多著名的生物活性药物，如抗生素、抗炎剂和抗溃疡剂，都含有硫。含硫化合物在有机合成中也发挥着重要作用，因为它们在许多反应中都是有用的中间体。考虑到硫在化学和生物中的重要性，令人惊讶的是，人们对这一领域的研究相对较少。该项目旨在开发制备这类重要化合物的新技术。这项提议的主要更广泛的影响包括通过制作一系列聚焦于有机化学中心主题的动画短片来提高普通民众对有机化学的认识和知识。通过该项目的综合教育和研究活动，本科生和研究生将接受培训，并为在学术界或工业环境中就业做好准备。