C-C bond activation as a new trigger for metal-walk remote functionalization

C-C键激活作为金属行走远程功能化的新触发器

• 批准号: 525583521
• 负责人: Dr. Charlotte Sophia Teschers
• 金额: --
• 依托单位: Schulich Faculty of Chemistry
• 依托单位国家: 德国
• 项目类别: WBP Fellowship
• 资助国家: 德国
• 项目状态: 未结题
• 来源: https://gepris.dfg.de/gepris/projekt/525583521?language=en
• 关键词: bond; activation; new; trigger; metal

The development of new pharmaceuticals, agrochemicals and materials depends on the streamlined synthesis of tailor-made organic molecules. Synthetic organic chemistry commonly uses functional group interconversion to create new molecules and to tune the properties of know substances for specific purposes. So-called remote functionalizations have gained momentum as they enable the editing of less reactive groups in organic molecules. Herein, the scope of this approach shall be expanded by establishing a new starting point for these processes. The cleavage of C-C bonds, usually considered hard to activate, will be achieved in the cyclopropanol motif to enable a subsequent second chemical reaction in a remote position of the molecule in one transformation. This transformation will yield a variety of stereodefined quaternary centers α to aldehydes – an important scaffold in organic synthesis that is difficult to access by other methods. Moreover, the scope of this transformation will be explored to achieve the divergent synthesis of a multitude of differently decorated molecules form common precursors using different terminating (remote) functionalizations. The synthetic strategy proposed herein will find application in the construction of highly sought-after synthesis building blocks and biologically active molecules.

新药品、农用化学品和新材料的开发依赖于定制有机分子的流线型合成。合成有机化学通常使用官能团相互转换来创造新分子，并为特定目的调整已知物质的性质。所谓的远程功能化已经获得了动力，因为它们可以编辑有机分子中反应性较低的基团。在此，应通过为这些过程建立新的起点来扩展此方法的范围。通常被认为难以激活的C-C键的断裂将在环丙醇基序中实现，以便在一次转化中在分子的远端位置进行随后的第二次化学反应。这种转化将产生各种立体的四元中心α到醛，这是有机合成中难以通过其他方法获得的重要支架。此外，将探索这种转化的范围，以实现使用不同的终止（远程）功能化形成共同前体的多种不同修饰分子的发散合成。本文提出的合成策略将在构建高度抢手的合成构件和生物活性分子中得到应用。