Litcius/Paper detail

The Catalytic Formation of Atropisomers and Stereocenters via Asymmetric Suzuki–Miyaura Couplings

Gaspard Hedouin, Susanta Hazra, Fabrice Gallou, Sachin Handa

2022ACS Catalysis112 citationsDOI

Abstract

Although Suzuki–Miyaura cross-coupling is one of the most convenient and well-developed cross-coupling reactions, its applications to the asymmetric version to deliver highly functionalized atropisomers or nonracemic coupling products have been less explored. Besides some excellent work reported intermittently, the asymmetric Suzuki–Miyaura reaction remains a significant challenge, particularly for preparing highly functionalized heterocyclic atropisomers. A concise but critical knowledge on this topic may further inspire researchers across various subdisciplines to develop innovative and practical solutions to tackle this problem. Therefore, this concise Review aims to summarize the pioneering work on asymmetric Suzuki–Miyaura cross-couplings and cover the implementations via homogeneous and heterogeneous catalysis reported during recent years. Most notably, the use of transition metals other than palladium is also described.

Topics & Concepts

AtropisomerStereocenterPalladiumCombinatorial chemistryCatalysisHomogeneousChemistryEnantioselective synthesisCoupling reactionComputer scienceOrganic chemistryPhysicsStatistical physicsAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityChemical synthesis and alkaloids