Organic Chemistry Institute, University of Münster, Corrensstraße 36/40, 48149 Münster, Germany.
Chem Commun (Camb). 2023 Mar 16;59(23):3360-3372. doi: 10.1039/d2cc07101k.
Catalytic asymmetric dearomatization of heteroaromatic compounds has received considerable attention in the last few years, since it allows for a fast expansion of the chemical space by converting relatively simple, flat molecules into complex, three dimensional structures with added value. Among different approaches, remarkable progress has been recently achieved by the development of organocatalytic dearomatization methods. In particular, the anion-binding catalysis technology has emerged as a potent alternative to metal catalysis, which together with the design of novel, tunable anion-receptor motifs, has provided new entries for the enantioselective dearomatization of heteroarenes through a chiral contact ion pair formation by activation of the electrophilic reaction partner. In this feature, we provide an overview of the different methodologies and advances in anion-binding catalyzed dearomatization reactions of different heteroarenes.
近年来，杂芳烃化合物的催化不对称去芳构化受到了相当多的关注，因为它可以通过将相对简单、扁平的分子转化为具有附加值的复杂三维结构，快速扩展化学空间。在不同的方法中，通过开发有机催化去芳构化方法，最近取得了显著的进展。特别是，阴离子结合催化技术已成为金属催化的有力替代品，与新型、可调谐的阴离子受体基序的设计一起，通过活化亲电反应伙伴来形成手性接触离子对，为通过手性接触离子对形成来实现杂芳烃的对映选择性去芳构化提供了新途径。在这篇特写中，我们提供了不同杂芳烃的阴离子结合催化去芳构化反应的不同方法和进展的概述。
