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Asymmetric allylic substitution–isomerization to axially chiral enamides <i>via</i> hydrogen-bonding assisted central-to-axial chirality transfer

Chao Sun, Xiaotian Qi, Xiao-Long Min, Xue-Dan Bai, Peng Liu, Ying He

2020Chemical Science83 citationsDOIOpen Access PDF

Abstract

Axially chiral enamides bearing a N–C axis have been recently studied and were proposed to be valuable chiral building blocks, but a stereoselective synthesis has not been achieved.

Topics & Concepts

Axial symmetryChirality (physics)IsomerizationAxial chiralityAllylic rearrangementSubstitution (logic)StereoselectivityHydrogen bondChemistryStereochemistryComputational chemistryEnantioselective synthesisMoleculeCatalysisPhysicsOrganic chemistryChiral symmetryComputer scienceQuantum mechanicsNambu–Jona-Lasinio modelProgramming languageQuarkAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityAsymmetric Synthesis and Catalysis
Asymmetric allylic substitution–isomerization to axially chiral enamides <i>via</i> hydrogen-bonding assisted central-to-axial chirality transfer | Litcius