Development of new Synthons, Catalysts and Applications in Organic Synthesis

该研究项目致力于开发一种方法，该方法利用相对便宜的、可获得的构建块化学品，即烯烃和烯烃衍生物，使用催化技术，如过渡金属催化和有机催化，并通过不对称环加成反应将这些构建块转化为高价值的手性中间体。这些反应的产物可直接用作生物活性天然产物和/或其衍生物，或可方便地转化为生物活性天然产物和/或其衍生物。*这些包括但不限于抗癌药物、抗病毒药物、抗寄生虫剂。除了这些应用方面外，环丁烷、环戊烷和环己烷的一般合成具有普遍重要性，因为这些核心特征在天然和非天然有机化合物以及材料中都存在。将详细研究获得核心分子的手性官能化版本的方法。这里开发的方法允许以不对称的方式获得每个核心的高度功能化的变体，因此，这项工作对于推进适用于许多领域的综合方法学具有普遍重要性。该方法的应用包括开辟加拿大工业生产的积木化学品的路线，并将该方法应用于超出赠款范围的各种领域中使用的高价值药品。在这方面的工作可以培训高素质的研究人员，以获得技能和经验，并将这些技能转化为工业、学术和机构，这些机构对这些技能的需求非常高。

This program of research concerns the development of methods that utilize relatively inexpensive, available building block chemicals known as olefins and olefin derivatives, using catalytic techniques, such as transition metal catalysis and organocatalysis, and to convert these building blocks to high value chiral intermediates using asymmetric cycloaddition reactions. The products of these reactions are either directly useful as, or may be conveniently converted to, biologically active natural products and/or derivatives thereof.***These include, but are not limited to, anticancer agents, antiviral agents, anti-parasitic agents. In addition to these applied aspects, the general synthesis of cyclobutanes, cyclpentanes and cyclohexanes is of general importance in view of the occurrence of these core features across the spectrum of natural and non-natural organic compounds and in materials. The methods to access chiral functionalized versions of the core molecules will be researched in detail. The methods developed here allow access to highly functionalized variations of each core in and asymmetric fashion and hence the work is of general importance in advancing synthetic methodology applicable to many fields. Applications of the methodology include opening routes to building block chemicals produced by Canadian industry and applications of the methods apply to high-value pharmaceuticals of use in a variety of areas extending beyond the scope of the grant. Work in this area allows for the training of highly qualified researchers to gain skills and experience and to translate those skills to industrial, academic and institutions where they are in very high demand.