Formal total synthesis of dankasterone B

An efficient and enantioselective route toward an architecturally unusual ergostane-type steroid, dankasterone B, is presented. The cis-decalin skeleton of the steroid was established by an intramolecular metal-catalyzed hydrogen atom transfer (MHAT) reaction. A radical rearrangement was used to construct the 13(14 -> 8)abeo-ergostane skeleton.

Automated summary

An efficient and enantioselective synthesis of an architecturally unusual ergostane-type steroid, dankasterone B, is described. The cis-decalin skeleton of the steroid is established through an intramolecular metal-catalyzed hydrogen atom transfer (MHAT) reaction, while the 13(14 -> 8)abeo-ergostane skeleton is constructed via a radical rearrangement.