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Matthew N. Hopkinson, Arnaud Tessier, Andrew Salisbury, Guy T. Giuffredi, Lorraine E. Combettes, Antony D. Gee and Véronique Gouverneur Gold-Catalyzed Intramolecular Oxidative Cross-Coupling of Nonactivated Arenes Chemistry - A European Journal 16

Version of Record online: 25 MAR 2010 | DOI: 10.1002/chem.201000322

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

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