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.

有机合成中可用的成功方法已达到令人印象深刻的数量，但要使用对环境影响最小的高效方法合成任何分子还有很长的路要走。 我们研究的具体目标将是开发选择性合成有机化合物的新且有效的方法。作为有机化学家，我们不仅始终致力于改进现有的合成方法，而且还致力于开发新的、更有效的方法。为此，仍然需要更强大、更环保且不含保护基团的产品。由于当今各种相关学科（制药、农用化学品、生物学、材料科学、生物化学、食品科学等）需要对映体纯的化合物，因此有机化学的这一领域至关重要。 我们将开发新的工具来帮助控制给定化学转化的特异性。其中，高反应性重氮试剂、环丙烷合成和官能化、杂环的高效形成以及新型酰胺合成方法是最重要的主题。催化作为绿色化学12原则之一，将在新方法的开发中发挥核心作用。我们还充分利用一种称为微反应器技术（也称为连续流合成）的技术。这是一项新兴且强大的技术，可以使以前被认为太危险而无法“批量”进行的反应条件（高温、危险试剂等）实现。微型反应器的多功能性允许安全、简便、快速地生产从毫克到多克规模的产品，而无需对反应方案进行重大修改。此外，该技术还能够结合光化学和电化学转化，以连续方式放大，这是批量实现非常困难甚至不可能实现的功能。 我们的研究成果对于学术和工业领域都极其重要，因为目标化合物是关键的中间体，将导致上述各个领域新产品的开发。考虑到几家化学相关公司都位于大蒙特利尔地区，我们预计我们的研究自然会加强和补充他们现有的研发计划，从而帮助他们磨练在全球经济中的竞争优势。此外，在有机化学和绿色实践方面拥有独特技能和现代思维的新一代高素质科学家将接受完美培训，加入劳动力队伍，并确保独特的专业知识流入市场。此外，我们研究中的潜在发现将为创新打开大门，最终将为加拿大广大人民创造一个更健康、更清洁的环境。