Organic Reactions and Syntheses in Water Solution

有了这个更新奖的有机和高分子化学计划支持纽约市的哥伦比亚大学化学系的罗纳德布雷斯洛博士的工作。 拟议的工作包括扩大以前的工作和探索新的领域，包括：1）将区域选择性类固醇羟基化扩展到包括萜烯如β-胡萝卜素，2）探索用于酯水解的双-环糊精金属催化剂，3）制备可以在金属和连接的环糊精环上结合到底物的催化剂，4）利用计算机计算研究过渡态几何结构及其对疏水效应的依赖性。Breslow博士将进行的工作的目的是了解和发展水溶液中的有机反应，例如使用细胞色素P-450酶的合成模拟物的甾族化合物的选择性羟基化。 区域特异性和立体特异性所需的分子识别是基于底物与催化剂在水性环境中的疏水（避免水）相互作用。 这项工作可能会导致有用的制药应用，并有望为那些在Breslow博士的指导下工作的人提供良好的培训。

With this renewal award the Organic and Macromolecular Chemistry Program supports the work of Dr. Ronald Breslow in the Department of Chemistry at Columbia University in New York City. The work proposed includes both the extension of previous work and exploration of new areas, including: 1) extending regioselective steroid hydroxylation to include terpenes such as beta-carotene, 2) exploring bis-cyclodextrin metal catalysts for ester hydrolysis, 3) preparing catalysts which can bind to substrates both at the metal and at attached cyclodextrin rings, and 4) using computer calculations to investigate transition state geometries and their dependence on hydrophobic effects.The aim of the work to be carried out by Dr. Breslow is to understand and develop organic reactions in water solution, for example the selective hydroxylation of steroids using synthetic mimics of cytochrome P-450 enzymes. The molecular recognition which is required for regiospecificity and stereospecificity is based on hydrophobic (water avoiding) interactions of the substrate with the catalyst in the aqueous environment. The work could lead to useful pharmaceutical applications, and is expected to provide excellent training for those working under Dr. Breslow's direction.