Efficient synthesis of the C-7-C-20 subunit of amphidinolides C and F

Synthesis of the C-7-C-20 subunit of amphidinolides C and F has been accomplished utilizing a Me3Al-mediated ring opening of a vinyl iodide/allylic epoxide to establish the C-12,C-13 anti stereochemistry, an organolithium coupling/olefination sequence to construct the C-9-C-11 diene moiety and a sulfone alkylation/hydroxylation strategy to join the C-7-C-14 and C-15-C-20 fragments.