Formal total synthesis of macarpine via a Au(I)-catalyzed 6- endo - dig cycloisomerization strategy.

The formal total synthesis of macarpine was accomplished by the construction of a naphthol intermediate in Ishikawa's synthetic route with two different synthetic routes. The convergent synthetic strategies feature the utilization of Au(I)-catalyzed cycloisomerizations of a 1,5-enyne and alkynyl ketone substrates, which were prepared by Sonogashira coupling reactions.