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Diastereo- and enantioselective synthesis of biaryl aldehydes bearing both axial and central chirality

Fen Huang, Ling‐Fei Tao, Jiyong Liu, Linghui Qian, Jia‐Yu Liao

2023Chemical Communications27 citationsDOI

Abstract

We describe herein an intriguing method for the synthesis of biaryl aldehydes bearing both axial and central chirality through a desymmetric [3 + 2] cycloaddition reaction of activated isocyanides with prochiral biaryl dialdehydes under silver catalysis. This protocol features excellent enantioselectivity, 100% atom economy, good functional group compatibility, and operational simplicity.

Topics & Concepts

Enantioselective synthesisChirality (physics)Axial chiralityCatalysisChemistryCycloadditionCombinatorial chemistryCompatibility (geochemistry)Bearing (navigation)Atom economyStereochemistryComputational chemistryOrganic chemistryMaterials scienceComputer sciencePhysicsArtificial intelligenceComposite materialChiral symmetry breakingNambu–Jona-Lasinio modelQuarkQuantum mechanicsAxial and Atropisomeric Chirality SynthesisAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods
Diastereo- and enantioselective synthesis of biaryl aldehydes bearing both axial and central chirality | Litcius