Total Synthesis of (+)-Cyperolone

Klahn, Philipp; Duschek, Alexander; Liébert, Clémence; Kirsch, Stefan F.

Total Synthesis of (+)-Cyperolone

2012

Klahn, Philipp | Duschek, Alexander | Liébert, Clémence | Kirsch, Stefan F.

The total synthesis of (+)-cyperolone, an eudesmane-derived sesquiterpenoid from Cyperus rotundus, is described. The de novo synthesis was accomplished via a 15 step sequence starting from (R)-(−)-carvone. The synthetic route features a platinum-catalyzed cycloisomerization to rapidly construct the bicyclic core from a 3-silyloxy-1,5-enyne intermediate.

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