Synthesis of New Sesquiterpenoid Thio-Derivatives Based on Betulenone

Caryophylla-4,8-dien-5-one (betulenone) was synthesized from α-betulenol in 96% yield. Thioacetates and sulfides with aromatic and heterocyclic fragments were newly synthesized from it in yields up to 95% and diastereomeric excesses (de) up to 80% via addition of thioacetic acid and thiols.