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 cycloisomer-izations of a 1,5-enyne and alkynyl ketone substrates, which were prepared by Sonogashira coupling reactions.

Automated summary

The formal total synthesis of macarpine was achieved by constructing a naphthol intermediate using two different synthetic routes in Ishikawa's synthetic route. The convergent synthetic strategies involved the use of Au(I)-catalyzed cycloisomerization reactions of 1,5-enyne and alkynyl ketone substrates prepared via Sonogashira coupling reactions.