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Asymmetric Catalysis Mediated by Synthetic Peptides, Version 2.0: Expansion of Scope and Mechanisms.
Chemical Reviews ( IF 51.4 ) Pub Date : 2020-09-24 , DOI: 10.1021/acs.chemrev.0c00523 Anthony J Metrano 1 , Alex J Chinn 2 , Christopher R Shugrue 3 , Elizabeth A Stone 4 , Byoungmoo Kim 5 , Scott J Miller 4
Chemical Reviews ( IF 51.4 ) Pub Date : 2020-09-24 , DOI: 10.1021/acs.chemrev.0c00523 Anthony J Metrano 1 , Alex J Chinn 2 , Christopher R Shugrue 3 , Elizabeth A Stone 4 , Byoungmoo Kim 5 , Scott J Miller 4
Affiliation
Low molecular weight synthetic peptides have been demonstrated to be effective catalysts for an increasingly wide array of asymmetric transformations. In many cases, these peptide-based catalysts have enabled novel multifunctional substrate activation modes and unprecedented selectivity manifolds. These features, along with their ease of preparation, modular and tunable structures, and often biomimetic attributes make peptides well-suited as chiral catalysts and of broad interest. Many examples of peptide-catalyzed asymmetric reactions have appeared in the literature since the last survey of this broad field in Chemical Reviews (Chem. Rev.2007, 107, 5759–5812). The overarching goal of this new Review is to provide a comprehensive account of the numerous advances in the field. As a corollary to this goal, we survey the many different types of catalytic reactions, ranging from acylation to C–C bond formation, in which peptides have been successfully employed. In so doing, we devote significant discussion to the structural and mechanistic aspects of these reactions that are perhaps specific to peptide-based catalysts and their interactions with substrates and/or reagents.
中文翻译:
合成肽介导的不对称催化,2.0 版:范围和机制的扩展。
低分子量合成肽已被证明是越来越广泛的不对称转化的有效催化剂。在许多情况下,这些基于肽的催化剂实现了新型多功能底物活化模式和前所未有的选择性流形。这些特征,加上其易于制备、模块化和可调结构以及通常的仿生属性,使得肽非常适合作为手性催化剂并引起广泛关注。自《化学评论》 ( Chem. Rev. 2007 , 107, 5759–5812) 上一次对这一广泛领域的调查以来,文献中出现了许多肽催化不对称反应的例子。这篇新评论的总体目标是全面介绍该领域的众多进展。作为这一目标的必然结果,我们调查了许多不同类型的催化反应,从酰化到 C-C 键形成,其中肽已被成功使用。在此过程中,我们对这些反应的结构和机制方面进行了重要的讨论,这些反应可能特定于基于肽的催化剂及其与底物和/或试剂的相互作用。
更新日期:2020-10-29
中文翻译:
合成肽介导的不对称催化,2.0 版:范围和机制的扩展。
低分子量合成肽已被证明是越来越广泛的不对称转化的有效催化剂。在许多情况下,这些基于肽的催化剂实现了新型多功能底物活化模式和前所未有的选择性流形。这些特征,加上其易于制备、模块化和可调结构以及通常的仿生属性,使得肽非常适合作为手性催化剂并引起广泛关注。自《化学评论》 ( Chem. Rev. 2007 , 107, 5759–5812) 上一次对这一广泛领域的调查以来,文献中出现了许多肽催化不对称反应的例子。这篇新评论的总体目标是全面介绍该领域的众多进展。作为这一目标的必然结果,我们调查了许多不同类型的催化反应,从酰化到 C-C 键形成,其中肽已被成功使用。在此过程中,我们对这些反应的结构和机制方面进行了重要的讨论,这些反应可能特定于基于肽的催化剂及其与底物和/或试剂的相互作用。