Synthesis and Solid State Pharmaceutical Centre, Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Dublin 4, Ireland.
BiOrbic Research Centre, Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Dublin 4, Ireland.
Chem Rev. 2021 Jun 9;121(11):6373-6521. doi: 10.1021/acs.chemrev.0c00844. Epub 2021 May 21.
The chiral oxazoline motif is present in many ligands that have been extensively applied in a series of important metal-catalyzed enantioselective reactions. This Review aims to provide a comprehensive overview of the most significant applications of oxazoline-containing ligands reported in the literature starting from 2009 until the end of 2018. The ligands are classified not by the reaction to which their metal complexes have been applied but by the nature of the denticity, chirality, and donor atoms involved. As a result, the continued development of ligand architectural design from mono(oxazolines), to bis(oxazolines), to tris(oxazolines) and tetra(oxazolines) and variations thereof can be more easily monitored by the reader. In addition, the key transition states of selected asymmetric transformations will be given to illustrate the features that give rise to high levels of asymmetric induction. As a further aid to the reader, we summarize the majority of schemes with representative examples that highlight the variation in % yields and % s for carefully selected substrates. This Review should be of particular interest to the experts in the field but also serve as a useful starting point to new researchers in this area. It is hoped that this Review will stimulate both the development/design of new ligands and their applications in novel metal-catalyzed asymmetric transformations.
手性噁唑啉基序存在于许多配体中，这些配体已广泛应用于一系列重要的金属催化对映选择性反应中。本综述旨在提供 2009 年至 2018 年底文献中报道的含噁唑啉配体的最重要应用的全面概述。配体不是根据其金属配合物所应用的反应进行分类，而是根据其配位原子的齿合度、手性和性质进行分类。因此，读者可以更轻松地监测单(噁唑啉)、双(噁唑啉)、三(噁唑啉)和四(噁唑啉)及其变体的配体结构设计的不断发展。此外，还将给出选定不对称转化的关键过渡态，以说明导致高水平不对称诱导的特征。为了进一步帮助读者，我们总结了大多数方案，并附有代表性实例，突出了精心选择的底物的%产率和%ee 的变化。本综述应特别引起该领域专家的兴趣，但也可作为该领域新研究人员的有用起点。希望本综述将激发新型配体的开发/设计及其在新型金属催化不对称转化中的应用。
