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Efficient synthesis of the C(7)-C(20) subunit of amphidinolides C and F
Subham Mahapatra1, Rich G Carter
1Department of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, OR 97331, USA.
Abstract:
Synthesis of the C(7)-C(20) subunit of amphidinolides C and F has been accomplished utilizing a Me(3)Al-mediated ring opening of a vinyl iodide/allylic epoxide to establish the C(12,13)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.
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