Enantioselective Amine alpha-C-H Functionalisation via Copper/Chiral Anion Cooperative Catalysis

通过铜/手性阴离子协同催化对映选择性胺 α-C-H 官能化

• 批准号: EP/J01320X/1
• 负责人: Allan Watson
• 金额: $ 12.35万
• 依托单位: University of Strathclyde
• 依托单位国家: 英国
• 项目类别: Research Grant
• 财政年份: 2012
• 资助国家: 英国
• 起止时间: 2012 至 无数据
• 项目状态: 已结题
• 来源: https://gtr.ukri.org/projects?ref=EP%2FJ01320X%2F1
• 关键词: Enantioselective; Amine; alpha; Functionalisation; via

Many molecules possess a property that can be called 'handedness'. That is, they can exist in two forms that are non-superimposable mirror images of each other - like left and right hands. When a molecule has this property, it is said to be 'chiral' and the two mirror image forms are termed 'enantiomers'. Many important bioactive molecules possess this property and the number of such molecules is constantly increasing. One of the most significant implications of chiral drug molecules is that enantiomers can interact very differently with the body. For example, one enantiomer may elicit a beneficial therapeutic response while the other may be completely inactive or, in the worse case, cause life-threatening illnesses. As such, it is crucial that chemists are able to prepare chiral molecules in one pure enantiomeric form (whichever is desired), without contamination by the other. 'Amines' are a class of molecules that contain the element nitrogen and these, and their derivatives, represent some of the most commonly used and highly valued compounds within the chemical industry. Chiral amines, i.e. chiral compounds that display handedness at the nitrogen-bearing carbon atom, are molecules of exceptional importance within the chemical industry, and are present within many of the key molecular building blocks and final target compounds widely required within the pharmaceutical, agrochemical, and fine chemicals industries. The continued development of bioactive agents (for example, pharmaceuticals and agrochemicals) and fine chemicals requires effective routes for the synthesis of chiral amines. Additionally, increasing environmental pressures dictate the requirement of "greener" strategies to replace out-dated and ineffective methods. The proposed research describes a novel approach to achieving this goal, ultimately leading to unprecedented access to these essential synthetic components using direct, catalytic, and clean technology based on a cooperative catalysis manifold.

许多分子都具有一种可以被称为“利手”的性质。也就是说，它们可以以两种形式存在，它们是彼此不可重叠的镜像--比如左手和右手。当一个分子具有这种性质时，它被称为“手性”，两种镜像形式称为“对映体”。许多重要的生物活性分子都具有这种性质，而且这种分子的数量还在不断增加。手性药物分子最重要的意义之一是，对映体与人体的相互作用可能非常不同。例如，一个对映体可能引起有益的治疗反应，而另一个可能完全无效，或者在更糟糕的情况下，导致危及生命的疾病。因此，化学家能够制备一种纯对映体形式的手性分子(无论哪种形式)，而不受另一种形式的污染，这是至关重要的。“胺”是一类含有氮元素的分子，这些分子及其衍生物代表了化学工业中一些最常用和最有价值的化合物。手性胺，即在含氮碳原子上表现出左旋性的手性化合物，是化学工业中特别重要的分子，存在于制药、农用化学品和精细化工行业广泛需要的许多关键分子构件和最终目标化合物中。生物活性物质(如药物和农用化学品)和精细化学品的持续发展需要有效的手性胺合成路线。此外，不断增加的环境压力要求采取“更环保”的战略，以取代过时和无效的方法。这项拟议的研究描述了一种实现这一目标的新方法，最终导致使用基于合作催化歧管的直接、催化和清洁技术来前所未有地获得这些重要的合成成分。