Advanced Synthesis & Catalysis · 2008 · 14 citations · 31 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryRetrosynthetic AnalysisAldol ReactionAsymmetric Heterocycle SynthesisAsymmetric SynthesisChemical Synthesis Of AnaloguesPolyketide AntibioticsRing-forming ReactionsStille Coupling
Abstract The total synthesis of the polyketide antibiotic (−)‐basiliskamide B is described. The convergent asymmetric synthesis relies on the use of a diastereoselective ethyl ketone aldol reaction followed by a syn selective reduction of a β‐hydroxy ketone and a Stille cross‐coupling between a Z ‐vinylstannane and an E ‐vinyl iodide to establish the (Z,E) ‐dienamide moiety.
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