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Publication 75  

  1. A Convergent Synthesis of (±)-α- and β-Himachalenes
    Oppolzer, W.; Snowden, R. L.
    Helv. Chim. Acta 1981, 64, 2592-2597

(±)-α and β-Himachalene, 5 and 6, have been synthesized in a convergent manner from 3,3-dimethylacrolein (9), the ester enolate 10 and the silyloxypentadienyllithium 7. The key steps are the regioselective γ-addition of the dienal 13 to 7 and the intramolecular Diels-Alderaddition 15 → 16. Hydrogenolysis of the diethylphosphate group and functionalization at C (5) completed the synthesis of 5 and 6.

DOI : 10.1002/hlca.19810640815