Development of new Synthons, Catalysts and Applications in Organic Synthesis

新型合成剂、催化剂的开发及其在有机合成中的应用

• 批准号: RGPIN-2017-06495
• 负责人: McNulty, James
• 金额: $ 3.28万
• 依托单位: McMaster University
• 依托单位国家: 加拿大
• 项目类别: Discovery Grants Program - Individual
• 财政年份: 2020
• 资助国家: 加拿大
• 起止时间: 2020-01-01 至 2021-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=712250
• 关键词: Development; new; Synthons; Catalysts; Applications

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.

该研究计划涉及开发利用相对便宜的，可用的结构单元化学品（称为烯烃和烯烃衍生物），使用催化技术（如过渡金属催化和有机催化），并使用不对称环加成反应将这些结构单元转化为高价值的手性中间体的方法。这些反应的产物可直接用作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剂、抗病毒剂、抗寄生虫剂。除了这些应用方面之外，环丁烷、环戊烷和环己烷的一般合成鉴于这些核心特征在天然和非天然有机化合物的范围内以及在材料中的出现而具有普遍重要性。将详细研究获得手性功能化核心分子的方法。这里开发的方法允许访问每个核心的高度官能化的变化和不对称的方式，因此工作是普遍的重要性，在推进适用于许多领域的合成方法。该方法的应用包括开辟加拿大工业生产的基本化学品的路线，以及该方法适用于在赠款范围以外的各种领域使用的高价值药品。这一领域的工作有助于培训高素质的研究人员，使他们获得技能和经验，并将这些技能转化为工业、学术和机构所需要的技能。