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Organic & Biomolecular Chemistry

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Org. Biomol. Chem., 2009, 7, 4582 - 4585, DOI: 10.1039/b916744g


Efficient synthesis of the C7-C20 subunit of amphidinolides C and F

Subham Mahapatra and Rich G. Carter


Synthesis of the C7-C20 subunit of amphidinolides C and F has been accomplished utilizing a Me3Al-mediated ring opening of a vinyl iodide/allylic epoxide to establish the C12,13anti stereochemistry, an organolithium coupling/olefination sequence to construct the C9-C11 diene moiety and a sulfone alkylation/hydroxylation strategy to join the C7-C14 and C15-C20 fragments.

Graphical abstract image for this article  (ID: b916744g)