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Toward the Total Synthesis of Divergolides C and D
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2013
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Synthetic StrategyBioorganic ChemistryNatural SciencesMolecular BiologyDivergolide CTotal SynthesisOrganic ChemistryChemistryHeterocycle ChemistryNatural Product SynthesisSynthetic ChemistryBiomimetic Diversification
The divergolides are a family of structurally unprecedented <i>ansa</i> macrocycles. We describe a synthetic strategy toward divergolides C and D that hinges on the biomimetic diversification of a common intermediate. An advanced precursor that incorporates all the carbon atoms of divergolide C and D is presented, and atropisomerism in a sterically crowded acyl naphthalene is studied.