A racemic formal total synthesis of clavukerin A using gold(I)-catalyzed cycloisomerization of 3-methoxy-1,6-enynes as the key strategy.

An efficient formal total synthesis of (±)-clavukerin A was accomplished via a gold-catalyzed cycloisomerization of a 3-methoxy-1,6-enyne 5 as the key strategy followed by Rh-catalyzed stereoselective hydrogenation of the cycloheptenone 4.

Gold(I)-catalyzed synthesis of γ-hydroxyketones from 5-allyloxy-1-ynes.

The Au(I)-catalyzed reactions of 5-allyloxy-1-ynes gave various γ-hydroxyketones, via a hydration-terminated domino sequence involving sigmatropic allyl migration as the key event. Moreover, the scope of the sigmatropic allyl transfer was systematically determined.