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The Asymmetric Buchwald–Hartwig Amination Reaction

Chuan‐Jun Lu, Qi Xu, Jia Feng, Renrong Liu

2022Angewandte Chemie International Edition86 citationsDOI

Abstract

Over the past few decades, the Buchwald-Hartwig reaction has emerged as a powerful tool for forging C-N bonds, and has been vital to the pharmaceuticals, materials, and catalysis fields. However, asymmetric Buchwald-Hartwig amination reactions for constructing centered chirality, planar chirality, and axial chirality remain in their infancy owing to limited substrate scope and laggard ligand design. The recent surge in interest in the synthesis of C-N/N-N atropisomers, has witnessed a renaissance in asymmetric Buchwald-Hartwig amination chemistry as the first practical protocol for the preparation of C-N atropisomers. This review highlights reported asymmetric Buchwald-Hartwig amination protocols and provides a brief overview of their chemical practicality.

Topics & Concepts

AtropisomerAminationChirality (physics)Axial chiralityChemistryPlanar chiralityOrganometallic chemistryCombinatorial chemistryCatalysisEnantioselective synthesisNanotechnologyOrganic chemistryMaterials sciencePhysicsSymmetry breakingChiral symmetry breakingQuantum mechanicsNambu–Jona-Lasinio modelAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityAsymmetric Synthesis and Catalysis
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