Angewandte Chemie International Edition · 2008 · 96 citations · 30 references
PharmacyChemistryMedicinal ChemistryCancer PharmacologyDrug DiscoverySynthetic Medicinal ChemistryHeterocyclic ChemistryMarine Drug DiscoveryMarine Natural Product BiosynthesisRetrosynthetic AnalysisSecondary Metabolite BiosynthesisAnticancer Marine CompoundsBioactive HeterocyclesBioactive Marine MetabolitesCytotoxicity AssaysMarine Sponge MetabolitesMarine-derived Anticancer CompoundsNatural Product Total SynthesisTotal Synthesis-derived Analogues
Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki–Miyaura coupling/ring-closing metathesis sequence. BOM=benzyloxymethyl, MPM=4-methoxyphenylmethyl, TIPS=triisopropylsilyl.
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Metathesis Reactions in Total Synthesis
K. C. Nicolaou, Paul G. Bulger, David Šarlah · Angewandte Chemie International Edition · 2005 · 1.2K citations