General Chiral Route to Irregular Monoterpenes via a Common Intermediate: Syntheses of (S)-Lavandulol, cis-(1S,3R)-Chrysanthemol, (1S,2R)-Rothrockene, and (R)-Santolinatriene

Article abstract of DOI:10.1021/jo00207a004

Treatment of (S)-O-benzylglycidol (6) with senecioic acid in the presence of LDA, followed by acid workup, yielded a mixture of lactones 9 and 10, whose enolate 11 on exposure to hydrochloric acid (10percent) gave the α/γ-syn lactone 12 as a single produc