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Recent Developments in Enantioselective Transition Metal Catalysis Featuring Attractive Noncovalent Interactions between Ligand and Substrate
ACS Catalysis ( IF 11.3 ) Pub Date : 2020-08-14 , DOI: 10.1021/acscatal.0c02957
Alexander Fanourakis 1 , Philip J Docherty 1 , Padon Chuentragool 1 , Robert J Phipps 1
Affiliation  

Enantioselective transition metal catalysis is an area very much at the forefront of contemporary synthetic research. The development of processes that enable the efficient synthesis of enantiopure compounds is of unquestionable importance to chemists working within the many diverse fields of the central science. Traditional approaches to solving this challenge have typically relied on leveraging repulsive steric interactions between chiral ligands and substrates in order to raise the energy of one of the diastereomeric transition states over the other. By contrast, this Review examines an alternative tactic in which a set of attractive noncovalent interactions operating between transition metal ligands and substrates are used to control enantioselectivity. Examples where this creative approach has been successfully applied to render fundamental synthetic processes enantioselective are presented and discussed. In many of the cases examined, the ligand scaffold has been carefully designed to accommodate these attractive interactions, while in others, the importance of the critical interactions was only elucidated in subsequent computational and mechanistic studies. Through an exploration and discussion of recent reports encompassing a wide range of reaction classes, we hope to inspire synthetic chemists to continue to develop asymmetric transformations based on this powerful concept.

中文翻译:


对映选择性过渡金属催化的最新进展以配体与底物之间有吸引力的非共价相互作用为特色



对映选择性过渡金属催化是当代合成研究的前沿领域。开发能够有效合成对映体纯化合物的工艺对于在核心科学的许多不同领域工作的化学家来说无疑具有重要意义。解决这一挑战的传统方法通常依赖于利用手性配体和底物之间的排斥性空间相互作用,以提高一种非对映体过渡态相对于另一种的能量。相比之下,本综述研究了另一种策略,其中使用过渡金属配体和底物之间一系列有吸引力的非共价相互作用来控制对映选择性。介绍并讨论了这种创造性方法已成功应用于使基本合成过程具有对映选择性的例子。在许多检查的情况下,配体支架经过精心设计以适应这些有吸引力的相互作用,而在其他情况下,关键相互作用的重要性仅在随后的计算和机械研究中得到阐明。通过对涵盖广泛反应类别的最新报告的探索和讨论,我们希望激励合成化学家继续基于这一强大概念开发不对称转化。
更新日期:2020-09-20
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