New Approaches for Efficiency in Synthetic Organic Chemistry

提高有机合成化学效率的新方法

• 批准号: 0078335
• 负责人: Barry Trost
• 金额: $ 192万
• 依托单位: Stanford University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-01-01 至 2005-12-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0078335&HistoricalAwards=false
• 关键词: New; Approaches; Efficiency; Synthetic; Organic

With the support of the Organic and Macromolecular Chemistry Program, Professor Barry M. Trost, of the Department of Chemistry at Stanford University, is developing new and efficient approaches for the synthesis of complex organic molecules. He is exploring a number of palladium, platinum, and ruthenium-catalyzed transformations, including the synthesis of skipped and conjugated dienes, butenolides with unsaturated side chains, and cross-conjugated trienes, the isomerization of propargylic alcohols to enals, and the isomerization of ynals to unsaturated esters. Multicomponent cyclizations afford efficient access to a variety of functionalities. Catalytic enantioselective pi-allyl palladium, molybdenum, ruthenium, and tungsten-based methodologies will be designed and developed, with the choice of metal dictating both the chemical and the stereochemical outcomes. Novel cyclization strategies based on nucleophilic catalysis are opening new doors for unprecedented approaches to polypeptide synthesis.As our knowledge of the structure and reactivity of molecules increases, the practice of organic synthesis is undergoing a change in focus, with the question now more often asked being not if a complex target can be synthesized, but rather how. Practical syntheses derive from the existence of a basic set of synthetic reactions, and the limitations of that base set define the extent to which organic syntheses may be made economical, efficient, and environmentally conscious. With the support of the Organic and Macromolecular Chemistry Program, Professor Barry M. Trost, of the Department of Chemistry at Stanford University, is developing new and selective reactions which add to our arsenal of techniques for the synthesis of the complex organic molecules increasingly forming the basis of a myriad of applications, ranging from biology to materials science.

在有机和高分子化学项目的支持下，巴里M.斯坦福大学化学系的特罗斯特正在开发合成复杂有机分子的新的有效方法。他正在探索一些钯、铂和铼催化的转化，包括合成跳跃和共轭二烯、具有不饱和侧链的丁烯内酯和交叉共轭三烯，炔丙醇异构化为烯醛，以及炔醛异构化为不饱和酯。多组分环化提供了对各种功能的有效访问。催化对映选择性π-烯丙基钯，钼，钌，和钨为基础的方法将被设计和开发，与金属的选择决定的化学和立体化学的结果。基于亲核催化的新型环化策略为多肽合成开辟了前所未有的途径。随着我们对分子结构和反应性的了解不断增加，有机合成的实践正在经历一个焦点的变化，现在更经常被问到的问题不是是否可以合成复杂的目标，而是如何合成。实际的合成源于一组基本的合成反应的存在，并且该基本组的限制限定了有机合成可以经济、有效和环保的程度。在有机和高分子化学项目的支持下，巴里M.斯坦福大学化学系的特罗斯特正在开发新的选择性反应，这些反应增加了我们合成复杂有机分子的技术库，这些分子日益成为从生物学到材料科学的无数应用的基础。