Litcius/Paper detail

Enantioselective Synthesis of Atropisomers by Oxidative Aromatization with Central-to-Axial Conversion of Chirality

Clément Lemaitre, Stefania Perulli, Ophélie Quinonero, Cyril Bressy, Jean Rodriguez, Thierry Constantieux, Olga Garcı́a Mancheño, Xavier Bugaut

2023Molecules20 citationsDOIOpen Access PDF

Abstract

Atropisomers are fascinating objects of study by themselves for chemists but also find applications in various sub-fields of applied chemistry. Obtaining them in enantiopure form is far from being a solved challenge, and the past decades has seen a surge of methodological developments in that direction. Among these strategies, oxidative aromatization with central-to-axial conversion of chirality has gained increasing popularity. It consists of the oxidation of a cyclic non-aromatic precursors into the corresponding aromatic atropisomers. This review proposes a critical analysis of this research field by delineating it and discussing its historical background and its present state of the art to draw potential future development directions.

Topics & Concepts

AtropisomerEnantiopure drugEnantioselective synthesisChirality (physics)AromatizationAxial chiralityPopularityChemistryStereochemistryOrganic chemistryPhysicsCatalysisPolitical scienceQuantum mechanicsNambu–Jona-Lasinio modelLawChiral symmetry breakingQuarkAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralitySynthesis and Properties of Aromatic Compounds