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Gold‐Catalyzed Intramolecular Oxidative Cross‐Coupling of Nonactivated Arenes
Author(s) -
Hopkinson Matthew N.,
Tessier Arnaud,
Salisbury Andrew,
Giuffredi Guy T.,
Combettes Lorraine E.,
Gee Antony D.,
Gouverneur Véronique
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201000322
Subject(s) - intramolecular force , catalysis , aryl , selectfluor , chemistry , oxidative coupling of methane , oxidative phosphorylation , chirality (physics) , combinatorial chemistry , stereochemistry , cascade , coupling (piping) , photochemistry , organic chemistry , materials science , physics , biochemistry , alkyl , nambu–jona lasinio model , chiral symmetry breaking , quantum mechanics , quark , chromatography , metallurgy
An (Au)some coupling! Gold‐catalyzed cascade CO cyclizations of benzyl‐substituted allenoate esters followed by intramolecular oxidative CC cross‐coupling involving aryl CH functionalization were performed with Selectfluor as the oxidant (see scheme). This operationally simple and mild procedure benefits from complete axis‐to‐center chirality transfer and allows for the preparation of surprisingly uncommon tricyclic motifs.