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Synthetic Studies of Halichondrin B, an Antitumor Polyether Macrolide Isolated from a Marine Sponge. 4. Synthesis of the C37-C54 Subunit<i>via</i>Stereoselective Construction of Three Consecutive J, K, and L Rings
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1994
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L RingsMedicinal ChemistryBioorganic ChemistryBiochemistryC44-c54 FragmentNatural SciencesC37-c54 SubunitOrganic ChemistryMarine SpongeChemistryHeterocycle ChemistryChemical BiologyPharmacologyStereoselective SynthesisSynthetic ChemistryHalichondrin BNatural Product Synthesis
A stereoselective synthesis of the C37-C54 subunit of halichondrin B via coupling between the C38-C43 fragment starting from D-tartaric acid and the C44-C54 fragment strating from L-tartaric acid is reported. Construction of three consecutive J, K, and L rings and introduction of asymmetric centers at C51 and C53 were important steps.