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Total Synthesis of Brevetoxin A: Part 3: Construction of GHIJ and BCDE Ring Systems
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1999
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HalogenationEngineeringBiochemistryNatural SciencesPivotal IntermediatesHydroxy Epoxide CyclizationsPart 3Total SynthesisOrganic ChemistryBcde Ring SystemsCatalysisChemistryHeterocycle ChemistryNatural Product SynthesisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Pivotal intermediates in the total synthesis of brevetoxin A are the BCDE and the GHIJ ring systems. Several of the previously developed methodologies such as hydroxy epoxide cyclizations, hydroxy dithioketal cyclizations, and Pd-catalyzed coupling with bis(cyclic ketene acetal phosphates) were employed to achieve these synthetic goals.