New Methods for the Stereoselective Synthesis of Organic Compounds

有机化合物立体选择性合成的新方法

• 批准号: RGPIN-2019-06113
• 负责人: Charette, André
• 金额: $ 7.65万
• 依托单位: Université de Montréal
• 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=715934
• 关键词: New; Methods; Stereoselective; Synthesis; Organic

The plethora of successful methodologies available in organic synthesis has reached an impressive number, but there is still a long way to go to synthesize any molecule using highly efficient methods having minimal environmental impact. The specific aim of our research will be directed towards the development of new and efficient methods for the selective synthesis of organic compounds. As organic chemists, we always strive not only to improve existing synthetic methods, but also to develop new and more effective ones. To that effect, more powerful, greener, and protecting-group-free are still needed. This area of organic chemistry is of primary importance due to today's necessity for enantiomerically pure compounds in a variety of related disciplines (pharmaceuticals, agrochemicals, biology, material sciences, biochemistry, food sciences, etc.). We will develop novel tools to help control the specificity of a given chemical transformation. Among the priorities, highly reaction diazo reagents, cyclopropane synthesis and functionalization, highly efficient formation of heterocycles, and novel amide synthesis procedures are the most important themes. Catalysis, which is featured as one of the 12 principles of Green chemistry will play a central role in the development of new methods. We are also taking full advantage of a technique called micro reactor technology also known as continuous flow synthesis. This is an emerging and powerful technique that enables reaction conditions previously thought to be too hazardous to be carried out in "batch" (high temperature, hazardous reagents, etc.). The versatility of the micro reactors allows the safe, facile, and rapid production from mg to multi-gram scale without significant modification of the reaction protocol. Furthermore, this technique also enables the incorporation of photochemical and electrochemical transformations for the scale-up in continuous fashion, a feature that is very difficult or even impossible to achieve in batch. The fruits of our research will be extremely important for both the academic and industrial sectors, because the target compounds are critical intermediates that will lead to the development of new products in the various fields stated above. Considering that several chemistry-related companies are based in the greater Montreal area, we anticipate that our research will naturally strengthen and complement their existing R&D programs, thus help them hone their competitive edge in the global economy. As well, a new generation of highly qualified scientists possessing unique skills and a modern mindset on organic chemistry and green practices will be perfectly trained to join the workforce and to ensure a flow of unique expertise into the marketplace. In addition, the potential for discoveries that will emerge from our research will open the door to innovation, which, ultimately, will create a healthier and cleaner environment for the Canadian population at large.

有机合成中可用的大量成功方法已达到了令人印象深刻的数量，但是使用具有最小环境影响的高效方法来合成任何分子还有很长的路要走。 我们研究的具体目的将用于开发有机化合物选择性合成的新方法。作为有机化学家，我们始终不仅努力改善现有的合成方法，而且还努力开发新的和更有效的方法。为此，仍然需要更强大，更绿色和保护群体。由于当今有必要在各种相关学科（药物，农业化学，生物学，材料科学，生物化学，食品科学等）中，该有机化学领域至关重要。 我们将开发新的工具，以帮助控制给定的化学转化的特异性。在优先级中，高度反应重氮试剂，环丙烷合成和功能化，杂环的高效形成以及新型的酰胺合成程序是最重要的主题。催化作用作为绿色化学原理之一的催化作用将在新方法的开发中起核心作用。我们还充分利用了一种称为微反应堆技术的技术，也称为连续流合成。这是一种新兴而有力的技术，它使以前认为危险的反应条件太危险了，无法在“批处理”中进行（高温，危险试剂等）。微反应器的多功能性允许从毫克到多克量表的安全，便捷和快速生产，而无需对反应方案进行重大修改。此外，该技术还可以以连续的方式将光化学和电化学转换结合起来，这一功能在批处理中非常困难甚至不可能实现。 我们研究的果实对于学术和工业领域都将非常重要，因为目标化合物是关键的中间体，它将在上述各个领域中导致新产品的开发。考虑到几家与化学相关的公司位于大蒙特利尔地区，我们预计我们的研究将自然加强和补充其现有的研发计划，从而帮助他们磨练自己在全球经济中的竞争优势。同样，具有独特技能的新一代高素质的科学家以及对有机化学和绿色实践的现代思维方式将得到完美的训练，以加入劳动力并确保独特的专业知识流入市场。此外，从我们的研究中出现的发现的潜力将为创新打开大门，最终，这将为加拿大人口提供更健康，更清洁的环境。