Total synthesis of (±)-(1β,4β,4aβ,8aα)-4,8a-dimethyl-octahydro-naphthalene-1,4a(2H)-diol

The first total synthesis of (±)-(1β,4β,4aβ,8aα)-4,8a-dimethylocta-hydronaphthalene-1,4a(2H)-diol (1), a degraded sesquiterpene isolated from a fermentation broth of Streptomyces albolongus, has been achieved via three different synthetic approaches (13–15 steps) starting from racemic Wieland–Miescher ketone...