Asymmetric total syntheses of aspilactonol F and aspiketolactonol and synthetic studies toward diplofuranoxin.

The first asymmetric total synthesis of C 9 polyketides, aspilactonol F and aspiketolactonol has been achieved. Ring-closing-metathesis has been employed as the key step in the synthesis. The total synthesis of aspilactonol F and aspiketolactonol was accomplished in 8 and 10 steps, in good overall yields of 28% and 24%, respectively, with only four column purifications for the former. A common strategy for the concise synthesis of the key intermediate of diplofuranoxin is also presented.