Issue 23, 2023

Enantioselective dearomatization reactions of heteroarenes by anion-binding organocatalysis

Abstract

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.

Graphical abstract: Enantioselective dearomatization reactions of heteroarenes by anion-binding organocatalysis

Article information

Article type
Feature Article
Submitted
31 Dec 2022
Accepted
26 Jan 2023
First published
15 Feb 2023
This article is Open Access
Creative Commons BY license

Chem. Commun., 2023,59, 3360-3372

Enantioselective dearomatization reactions of heteroarenes by anion-binding organocatalysis

M. Aleksiev and O. García Mancheño, Chem. Commun., 2023, 59, 3360 DOI: 10.1039/D2CC07101K

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