Development of Diiron Bridging Acyl Complexes in Organic Synthesis

有机合成中二铁桥酰基配合物的研究进展

• 批准号: 9731574
• 负责人: Scott Gilbertson
• 金额: $ 36万
• 依托单位: Washington University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 1998
• 资助国家: 美国
• 起止时间: 1998-04-15 至 2001-03-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9731574&HistoricalAwards=false
• 关键词: Development; Diiron; Bridging; Acyl; Complexes

The focus of this research is the development of improved methods for the synthesis of optically pure organic compounds, using alpha,beta-unsaturated acyl diiron carbonyl complexes incorporating a chiral thiol. Reactions of these reagents with nitrones results in the formation of asymmetric isoxazolidines. Structural studies will be carried out to determine the origin of the observed product selectivities, and the isoxazolidines will be used as intermediates in the synthesis of optically active beta-amino acids and beta-lactams. The acyl diiron complexes will also be used in asymmetric Diels-Alder reactions in the regioselective addition of nitrile oxides, and as organometallic components for the asymmetric Michael addition. With this renewal award, the Organic and Macromolecular Chemistry Program provides continuing support for the research of Dr. Scott R. Gilbertson of the Department of Chemistry at Washington University. Professor Gilbertson's research is focused on developing new and improved synthetic methods for the preparation of organic compounds. The methodology, based on organometallic reagents, has potential for use in the preparation of organic compounds having interesting biological properties. In this work, students will receive training useful in developing synthetic skills of great interest to the pharmaceutical industry.

本研究的重点是开发改进的方法， 光学纯有机化合物的合成，使用 α，β-不饱和酰基二铁羰基络合物， 手性硫醇 这些试剂与硝酮的反应导致 形成不对称异恶唑烷。 结构研究将 确定观察到的产品的来源 选择性，异恶唑烷将用作中间体， 光学活性β-氨基酸和β-内酰胺的合成。 酰基二铁配合物也将用于不对称Diels-Alder反应。 在氧化腈的区域选择性加成反应中， 用于不对称迈克尔加成的有机金属组分。 有了这个更新奖，有机和高分子化学计划 为Scott R博士的研究提供持续的支持。吉尔伯特森 华盛顿大学化学系。 教授 吉尔伯特森的研究重点是开发新的和改进的合成 制备有机化合物的方法。 方法论， 基于有机金属试剂，具有在 具有感兴趣的生物活性的有机化合物的制备 特性. 在这项工作中，学生将接受培训， 开发对制药业有重大意义的合成技术， 行业