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.