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Access to Axially Chiral Aryl Aldehydes via Carbene-Catalyzed Nitrile Formation and Desymmetrization Reaction

Yuanlin Cai, Ya Lv, Liangzhen Shu, Zhichao Jin, Yonggui Robin, Tingting Li

2023Research21 citationsDOIOpen Access PDF

Abstract

An approach utilizing N-heterocyclic carbene for nitrile formation and desymmetrization reaction is developed. The process involves kinetic resolution, with the axially chiral aryl monoaldehydes obtained in moderate yields with excellent optical purities. These axially chiral aryl monoaldehydes can be conveniently transformed into functionalized molecules, showing great potential as catalysts in organic chemistry.

Topics & Concepts

DesymmetrizationCarbeneNitrileKinetic resolutionArylCatalysisAxial symmetryChemistryAxial chiralityMoleculeCombinatorial chemistryOrganic chemistryPhotochemistryEnantioselective synthesisPhysicsAlkylQuantum mechanicsAxial and Atropisomeric Chirality SynthesisN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCyclopropane Reaction Mechanisms
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