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Gold-Catalyzed Intramolecular Oxidative Cross-Coupling of Non-Activated Arenes

M. N. Hopkinson, A. Tessier, A. Salisbury, G. T. Giuffredi, L. E. Combettes, A. D. Gee, V. Gouverneur* – 2010

An (Au)some coupling! Gold-catalyzed cascade C-O cyclizations of benzyl-substituted allenoate esters followed by intramolecular oxidative C-C cross-coupling involving aryl C-H 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.

Title
2. Gold-Catalyzed Intramolecular Oxidative Cross-Coupling of Non-Activated Arenes
Author
M. N. Hopkinson, A. Tessier, A. Salisbury, G. T. Giuffredi, L. E. Combettes, A. D. Gee, V. Gouverneur*
Publisher
Chemistry - A European Journal
Date
2010
Identifier
DOI: 10.1002/chem.201000322
Source(s)
Citation
Chem. Eur. J. 2010, 16, 4739-4743