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Synthetic Studies of Halichondrin B, an Antitumor Polyether Macrolide Isolated from a Marine Sponge. 2. Efficient Synthesis of C16-C26 Fragments<i>via</i>Construction of the D Ring by a Highly Stereocontrolled Iodoetherification
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1994
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Key StepMedicinal ChemistryEnantioselective SynthesisBioorganic ChemistryEngineeringBiochemistryNatural SciencesOrganic ChemistryMarine SpongeChemistryHeterocycle ChemistryStereoselective SynthesisPharmacologyDerivative (Chemistry)Synthetic ChemistryHalichondrin BBiomolecular EngineeringD Ring
A stereoselective synthesis of C16-C26 fragments of halichondrin B starting from D-malic acid and methyl (2S)-3-hydroxy-2-methylpropionate using iodoetherification for an efficient construction of the D ring as the key step is described.