New Methods for Catalytic Asymmetric Synthesis of Valuable Chemicals

催化不对称合成有价值化学品的新方法

• 批准号: 0616201
• 负责人: Larry Overman
• 金额: --
• 依托单位: University of California-Irvine
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2006
• 资助国家: 美国
• 起止时间: 2006-07-01 至 2010-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0616201&HistoricalAwards=false
• 关键词: New; Methods; Catalytic; Asymmetric; Synthesis

This project addresses the identification of new catalysts and catalytic methods for preparing valuable enantioenriched acyclic and heterocyclic molecules through the activation of carbon-carbon pi bonds for attack by external heteroatom nucleophiles. The scope of the asymmetric synthesis of enantioenriched branched allylic amines, esters and ethers catalyzed by palladacyclic cobalt oxazoline (COP) complexes will be defined. The use of this chemistry for constructing cyclic molecules such as lactones and cyclic ethers and nitrogen heterocycles will be defined. Mechanistic investigations of the COP-catalyzed synthesis of enantioenriched allylic esters and phenols will be undertaken in order to facilitate discovery of improved catalysts and allow the rational design of new reactions that proceed by similar pathways. An important objective of the proposed investigations is to identify simpler, less expensive catalysts. The use of asymmetric Pd(II) and related catalysts for stereocontrolled construction of heterocycles by cascade ring-forming processes will also be explored.To increase selectivity and safety, new pharmaceuticals introduced into clinical practice are increasingly complex chiral molecules marketed as single enantiomers. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Larry E. Overman, of the Department of Chemistry at the University of California at Irvine. Professor Overman and his students are studying the use of compounds containing palladium to effect the selective synthesis of chiral organic molecules. The proposed program of research is expected to provide the pharmaceutical industry with new tools for the synthesis and discovery of single enantiomer drugs.

该项目通过激活碳碳PI键来鉴定新的催化剂和催化方法，以制备有价值的对映基的无环和杂环分子，以激活碳碳PI键来攻击外部杂原子核型。将定义由palladacyclic钴选择者（COP）配合物催化的对映体的分支烯丙基胺，酯和醚的不对称合成的范围。将使用该化学的使用来构建循环分子，例如内酯和环状醚和氮杂环。为了促进发现改善的催化剂，将进行对映烯基烯丙基酯和苯酚的COP催化合成的机理研究，并允许通过相似途径进行的新反应的合理设计。拟议的调查的一个重要目标是确定更简单，更便宜的催化剂。还将探索使用不对称的PD（II）和相关催化剂来通过级联环形成过程来立体控制杂环的立体控制。为了提高选择性和安全性，将新的药物引入了临床实践的新药物越来越多地以单个对敌人为单一的对照媒体。有了这个奖项，有机和大分子化学计划正在支持加利福尼亚大学欧文分校化学系的Larry E. Overman博士的研究。 Overman教授和他的学生正在研究使用含有钯的化合物来实现手性有机分子的选择性合成。拟议的研究计划预计将为制药行业提供合成和发现单一对映异构体药物的新工具。