Synthesis of Chiral Hexasubstituted Cyclohexanediol, a Key Intermediate for the Synthesis of Verticillol, from (+)-Dihydrocarvone; Attempted Cyclization to 12-Membered Carbocycle in Verticillol using RCM Reaction

Abstract

A cyclohexane derivative with three chiral centers, a key intermediate for the synthesis of a diterpene verticillol, was prepared starting from (+)-dihydrocarvone. A further challenge to cyclize to a 12-membered carbocycle was attempted, although the products were dimeric derivatives presumably due to an undesirable conformation of the substrate.