STEREOSELECTIVITIES OF THE IRELAND-CLAISEN REARRANGEMENT

爱尔兰-克莱森重排的立体选择性

• 批准号: 6288530
• 负责人: KENDALL N HOUK
• 金额: $ 2.57万
• 依托单位: UNIVERSITY OF CALIFORNIA LOS ANGELES
• 依托单位国家: 美国
• 财政年份: 2000
• 资助国家: 美国
• 起止时间: 2000-09-30 至 2003-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6288530
• 关键词: British Isles; Middle East; adduct; chemical reaction; cooperative study; maleimides; mathematical model; method development; model design /development; molecular rearrangement; oxidation; stereochemistry; stereoisomer

A collaboration between Prof. Houk (UCLA) and Prof. Aviyente (Bogazi, University, Istanbul, Turkey) on modeling the asymmetric Claisen rearrangement is proposed to the Fogarty International Research Collaboration Award. The goal of the parent project entitled "Steroselectivities of Synthetic Organic Reactions" is to develop computational methods to explore and predict stereoselective organic reactions. New quantitative computational models will be devised to aid in the understanding and design of stereoselective reactions. The results will be of considerable importance for the development of new methods for synthesis of enantiomerically pure pharmaceuticals. The specific aim of the FIRCA proposal entitled "Steroselectivities of the Ireland-Claisen Rearrangement" is to analyze the steroselectivity of the Ireland-Claisen rearrangement by modeling the chair versus boat transition state for this reaction. The ultimate goal is to develop a theoretical understanding of the factors that control which stereoisomer will be formed in a reaction that creates or modifies stereocenters.

Houk教授（加州大学洛杉矶分校）和Aviyente教授（Bogazi，大学，伊斯坦布尔，土耳其）之间的合作对建模的不对称克莱森重排提出了福格蒂国际研究合作奖。母项目的目标是“合成有机反应的立体选择性”，目的是开发计算方法来探索和预测立体选择性有机反应。 将设计新的定量计算模型，以帮助理解和设计的立体选择性反应。研究结果对开发对映体纯药物的新合成方法具有重要意义。FIRCA提案的具体目标是“爱尔兰-克莱森重排的立体选择性”，通过模拟该反应的椅子与船过渡态来分析爱尔兰-克莱森重排的立体选择性。最终目标是发展一个理论上的理解的因素，控制哪一个立体异构体将形成在一个反应，创造或修改立体中心。