Enantioselective Au(<scp>i</scp>)-catalyzed dearomatization of 1-naphthols with allenamides through Tethered Counterion-Directed Catalysis
Yunliang Yu, Zhenhao Zhang, Arnaud Voituriez, Nicolas Rabasso, Gilles Frison, Angéla Marinetti, Xavier Guinchard
Abstract
The Tethered Counterion-Directed Catalysis (TCDC) approach has been applied to the enantioselective Au(I) catalyzed dearomatizations of 1-naphthols with allenamides. Stereocontrol is ensured by the intramolecular ion-pairing between the chiral gold-tethered phosphate and an iminium unit, that provides a rigid, well-defined chiral environment to the key electrophilic intermediate.
Topics & Concepts
Enantioselective synthesisCounterionCatalysisChemistryIminiumElectrophileIntramolecular forceCombinatorial chemistryOrganocatalysisSynergistic catalysisStereochemistryOrganic chemistryIonCatalytic Alkyne ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods