Synthesis of mono- and sesquiterpenoids; XXIV: (-)-Homogynolide A, an insect antifeedant isolated from Homogyne alpina

Article abstract of DOI:10.1055/s-1995-4004

(-)-Homogynolide A (1), an insect antifeedant isolated from Homogyne alpina (Compositae), was synthesized from (1R,4S,6S)-6-hydroxy-1-methylbicyclo[2.2.2]octan-2-one (7), which was readily prepared by the yeast reduction of the corresponding prochiral β-d