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Development of novel catalytic methodologies

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
项目状态:
已结题
起止时间:
2022-01-01 至 2023-12-31

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中文摘要
翻译
我的研究计划的目的是发展新的布朗斯特德酸和金属催化方法。特别是,我们对c -糖苷的高效制备感兴趣,由于它们作为天然产物合成中的手性合成子和生物活性分子的有前途的模拟物而引起了人们的注意。此外,许多c -糖苷类药物已被批准为药物,包括广谱抗病毒药物Remdesivir,以及降糖药恩格列净、Canagliflozin和Dapagliflozin。然而,高效制备这一重要基序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,它们在概念上相互关联,并共同实现我的长期愿景。第一个主题描述了直接Bronsted酸催化从市售或容易获得的碳水化合物衍生物制备c -糖苷。第二个主题探讨过渡金属催化合成c -糖苷前体。第三个主题概述了使用简单系统的新型还原方法的发展及其在碳水化合物化学领域的后续应用。拟议的研究计划将推进自然科学和工程知识,并对我们对碳水化合物化学中酸和金属催化的基本方面的理解产生重大影响。这将导致药物相关化合物合成反应的发展。所提出的方法将成为培训研究生和本科生的极好工具。
英文摘要
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.
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Transition-metal-free reactions of organoboranes.
Transition-metal-free reactions of organoboranes.
Transition-metal-free reactions of organoboranes.
Transition-metal-free reactions of organoboranes.
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