Enantioselective Au(i )-catalyzed dearomatization of 1-naphthols with allenamides through Tethered Counterion-Directed Catalysis
Author(s) -
Yunliang Yu,
Zhenhao Zhang,
Arnaud Voituriez,
Nicolas Rabasso,
Gilles Frison,
Angéla Marinetti,
Xavier Guinchard
Publication year - 2021
Publication title -
chemical communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.837
H-Index - 333
eISSN - 1364-548X
pISSN - 1359-7345
DOI - 10.1039/d1cc04088j
Subject(s) - enantioselective synthesis , counterion , catalysis , chemistry , iminium , electrophile , intramolecular force , combinatorial chemistry , organocatalysis , synergistic catalysis , stereochemistry , organic chemistry , ion
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.
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