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Enantioselective Nickel-Catalyzed Hydrocyanative Desymmetrization of Norbornene Derivatives

Feilong Sun, Ting Wang, Gui‐Juan Cheng, Xianjie Fang

2021ACS Catalysis37 citationsDOI

Abstract

A nickel-catalyzed enantioselective hydrocyanation of N-aryl 5-norbornene-endocis-2,3-dicarboximides was reported. This desymmetrization process allows for a quick construction of both continuous stereogenic carbon centers and remote N–CAr atropisomeric chirality. Mechanism studies indicated that the resident carbonyl group of the substrates plays a key role in the enantioselectivity.

Topics & Concepts

DesymmetrizationEnantioselective synthesisNorborneneHydrocyanationStereocenterNickelCatalysisChemistryArylChirality (physics)StereochemistryOrganic chemistryMonomerQuarkQuantum mechanicsPolymerChiral symmetry breakingNambu–Jona-Lasinio modelPhysicsAlkylAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityAsymmetric Synthesis and Catalysis
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