Journal
ORGANIC LETTERS
Volume 22, Issue 23, Pages 9174-9177Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03134
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Funding
- NIH [NIGMS GMR35-127140]
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An enantioselective synthesis of the C(1)-C(15) segment of the marine natural product amphidinolide C has been accomplished by a route that includes a stereoselective boron-Wittig reaction to furnish a trisubstituted alkenylboronate. In addition, the route employs enantioselective alkene diboration to install the C(6) hydroxyl group which undergoes intramolecular conjugate addition to establish a tetrahydrofuran ring. Lastly, a catalytic Suzuki-Miyaura cross-coupling is accomplished to construct the C(9)-C(10) bond.
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