Development of novel catalytic methodologies

新型催化方法的开发

• 批准号: RGPIN-2022-04022
• 负责人: Bolshan, Yuri
• 金额: $ 1.75万
• 依托单位: University of Ontario Institute of Technology
• 依托单位国家: 加拿大
• 项目类别: Discovery Grants Program - Individual
• 财政年份: 2022
• 资助国家: 加拿大
• 起止时间: 2022-01-01 至 2023-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=765018
• 关键词: Development; novel; catalytic; methodologies

The aim of my research program is the development of novel Bronsted acid- and metal-catalyzed methodologies. In particular, we are interested in the efficient preparation of C-glycosides, which have attracted attention due to their use as chiral synthons in natural product synthesis and as promising mimics of bioactive molecules. Moreover, a number of C-glycosides have been approved as drugs, including the broad-spectrum antiviral agent Remdesivir, as well as the antidiabetic agents Empagliflozin, Canagliflozin, and Dapagliflozin. However, the efficient preparation of this important motif remains a challenging task. My research program is comprised of three themes, which are conceptually related and work together to fulfill my long-term vision. The first theme describes a direct Bronsted acid-catalyzed preparation of C-glycosides from either commercially available or easily accessible carbohydrate derivatives. The second theme explores transition-metal catalysis for the synthesis of C-glycoside precursors. The third theme outlines the development of novel reduction methodology using simple systems and its subsequent application in the field of carbohydrate chemistry. The proposed research program will advance natural sciences and engineering knowledge and have a significant impact on our understanding of the fundamental aspects of acid and metal catalysis in carbohydrate chemistry. This will lead to the development of reactions for the synthesis of compounds of medicinal relevance. The proposed methodologies will serve as an excellent tool for the training of both graduate and undergraduate students.

我的研究计划的目的是开发新的Bronsted酸和金属催化方法。尤其是C-糖苷的高效制备，由于其在天然产物合成中作为手性合成子和作为生物活性分子的模拟物而备受关注。此外，一些C-糖苷已经被批准作为药物，包括广谱抗病毒药物Remdesivir，以及抗糖尿病药物恩帕格列夫津、卡那格列夫津和达帕格列夫津。然而，有效地准备这一重要主题仍然是一项具有挑战性的任务。我的研究计划由三个主题组成，这三个主题在概念上相互关联，共同实现我的长期愿景。第一个主题描述了一种直接Bronsted酸催化从商业上可获得的或容易获得的碳水化合物衍生物制备碳苷的方法。第二个主题探讨了过渡金属催化合成C-糖苷前体。第三个主题概述了使用简单系统的新还原方法的发展及其在碳水化合物化学领域的后续应用。拟议的研究计划将促进自然科学和工程知识的发展，并对我们理解碳水化合物化学中酸和金属催化的基本方面产生重大影响。这将导致合成具有药用价值的化合物的反应的发展。拟议的方法将成为培训研究生和本科生的极好工具。