Regioselective gold-catalyzed allylative ring opening of 1,4-epoxy-1,4-dihydronaphthalenes

Article abstract of DOI:10.1055/s-0030-1258528

In the presence of a gold catalyst, the ring opening of 1,4-epoxy-1,4-dihydronaphthalenes with allyltrimethylsilane affords allylnaphthalenes in high yield. For unsymmetrical substrates, high regioselectivity is observed in many cases. This reaction might proceed via tricyclic tetrahydrofuran intermediates which are formed stereoselectively.