A stereoselective total synthesis of (+)-α-herbertenol

A stereoselective total synthesis of (+)-α-herbertenol starting from the allyl alcohol , readily available in three steps from the monoterpene (R)-limonene, is described. Claisen rearrangement of the aryl allyl ether and concomitant cyclisation furnished a 5:3 mixture of the tricyclic compounds and . Degradation of the isopropenyl group followed by cleavage of the central ring and functional group manipulation transformed into (+)-α-herbertenol ().