In conclusion, we have developed an efficient approach for the
synthesis of lyngbic acid, hermitamides A and B starting from
n-octanal. The key steps involved in this synthesis are Grignard
reaction, CBS asymmetric reduction, hydroboration, and Julia–
Lythgoe olefination. Chiral alkoxy alcohol 8 was constructed from
allyl alcohol (S)-5, which in turn was derived from n-octanal. Coupling
of alkyl sulfone 10 with aldehyde 14 via Julia–Lythgoe olefination
provides the corresponding E-olefin exclusively. The present
synthetic approach involves 10 steps from n-octanal with 22%
overall yield of hermitamides A and 21% overall yield of hermitamides
B.