An efficient and convergent first
total syntheses of (±)-japonicol
B and (−)-japonicol C have been completed. The notable points
of the synthetic route are Lewis-acid-catalyzed Friedel–Crafts
reaction for one pot C–C and C–O bond formations resulting
in construction of the tricyclic meroterpenoid skeleton, one pot Pd(OH)2/C-catalyzed isomerization/hydrogenation, and site selective sp
3 C–H oxidation.