Total synthesis of (±)-ceratopicanol

Total synthesis of (±)-ceratopicanol () from commercially available 2-allyl-2-methylcyclopenta-1,3-dione () was completed. By taking advantage of the two carbonyl functionalities, was transformed into the enyne having an alkyne moiety, methyl substituent, and the hydroxy functionality with proper stereochemistry. The Pauson–Khand reaction of was followed by chemical modifications resulting in the alternative total synthesis of (±)-ceratopicanol ().