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Asymmetric Induction and Amplification in Stereodynamic Catalytic Systems by Non-Covalent Interactions
Synlett ( IF 1.7 ) Pub Date : 2020-09-29 , DOI: 10.1055/a-1274-2777
Jan Felix Scholtes 1 , Oliver Trapp 1
Affiliation  

The local transmission of chiral information by noncovalent interactions is one of the most fundamental processes broadly found in nature, i.e. in complex biochemical systems. This review summarizes our accomplishments in investigating chiral induction in stereodynamic ligands and catalysts by weak intermolecular interactions. It includes our efforts to characterize numerous stereodynamic compounds in detail with respect to their thermodynamic and kinetic properties. Furthermore, many stereolabile ligands for enantioselective catalysis are described, where directed stereoinduction afforded highly enantio- or diastereoenriched catalysts for subsequent selective asymmetric transformations. Various approaches for the dynamic enrichment of one of the catalyst’s conformers are presented, such as noncovalent interaction of the ligand with a chiral environment or a chiral solute. Finally, successful chemical systems are presented in which a process of chiral induction can be coupled with an autoinductive mechanism triggered by the chirality of its own reaction product, realizing Nature-inspired feedback loops resulting in self-amplifying, enantioselective catalytic reactions. 1 Introduction 2 Mapping the Stereodynamic Landscape 3 Chiral Induction by Noncovalent Interactions 4 Autoinduction and Chiral Amplification 5 Self-Alignment and Emergence of Chirality 6 Conclusion

中文翻译:

立体动力学催化系统中非共价相互作用的不对称诱导和放大

通过非共价相互作用局部传递手性信息是自然界中广泛存在的最基本的过程之一,即在复杂的生化系统中。这篇综述总结了我们通过弱分子间相互作用研究立体动力学配体和催化剂手性诱导的成就。它包括我们努力详细表征许多立体动力学化合物的热力学和动力学特性。此外,还描述了许多用于对映选择性催化的立体不稳定配体,其中定向立体诱导为随后的选择性不对称转化提供了高度对映或非对映富集的催化剂。提出了一种动态富集催化剂构象异构体的各种方法,例如配体与手性环境或手性溶质的非共价相互作用。最后,介绍了成功的化学系统,其中手性诱导过程可以与由其自身反应产物的手性触发的自诱导机制相结合,实现受自然启发的反馈回路,导致自放大、对映选择性催化反应。1 介绍 2 绘制立体动力学景观 3 非共价相互作用的手性诱导 4 自诱导和手性放大 5 自对齐和手性的出现 6 结论 实现受自然启发的反馈回路,导致自我放大、对映选择性催化反应。1 介绍 2 绘制立体动力学景观 3 非共价相互作用的手性诱导 4 自诱导和手性放大 5 自对齐和手性的出现 6 结论 实现受自然启发的反馈回路,导致自我放大、对映选择性催化反应。1 介绍 2 绘制立体动力学景观 3 非共价相互作用的手性诱导 4 自诱导和手性放大 5 自对齐和手性的出现 6 结论
更新日期:2020-09-29
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