Abstract

AbstractAn efficient stereoselective total synthesis of (+)‐nephrosteranic acid and (+)‐roccellaric acid is presented. The synthetic strategy features the regioselective asymmetric dihydroxylation of the γ,δ‐olefinic bond of a α,β,γ,δ‐unsaturated ester and the Johnson–Claisen rearrangement as the key steps. The synthesis is achieved in 10 steps and 6.8 % (nephrosteranic acid) and 7.6 % (roccellaric acid) overall yield.

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