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Total Synthesis of Brevetoxin A: Part 2: Second Generation Strategy and Construction of EFGH Model System
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1999
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BiosynthesisBioorganic ChemistryEngineeringBiochemistryEnantioselective SynthesisPart 2Natural SciencesHeterocyclicAlkene MetathesisSynthetic BiologyMolecular BiologyTotal SynthesisOrganic ChemistryHydroxy Ketal CyclizationHeterocycle ChemistryF OxoceneBiomolecular EngineeringBrevetoxin A
Dissection at the ring F oxocene of brevetoxin A formed the basis of the second generation strategy for the total synthesis of this molecule. In this case the planned hydroxy ketal cyclization was successful, and selective reduction of the resulting product gave the EFGH ring system of the target molecule.