Concise Total Synthesis of the Bisnorditerpene (+)‐(5β,8α,10α)‐8‐hydroxy‐13‐methylpodocarpa‐9(11),13‐diene‐3,12‐dione

The first enantioselective total synthesis of the bisnorditerpene (+)-(5,8,10)-8-hydroxy-13-methylpodocarpa-9(11),13-diene-3,12-dione (1) was accomplished in 7 steps with 18.5% overall yield from known aldehyde and chiral epoxide. Key steps of the synthesis include a cationic domino cyclization used to construct the [6,6,6] fused framework, and an oxidative dearomatization reaction used to form the 1,4-quinoid moiety.