Angewandte Chemie International Edition · 1999 · 38 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryBioorganic ChemistryOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisRetrosynthetic AnalysisNatural Product Total SynthesisOrganomagnesium CompoundsOrganomagnesium CouplingOrganomagnesium SynthesisRing-closure ReactionsRing-forming ReactionsTotal Synthesis-derived Analogues
A highly convergent, modular strategy for the total synthesis of the annonaceous acetogenin (-)-mucocin is reported. The remarkable features are the endo-selective formation of the tetrahydropyran ring from an activated epoxide and the stability of the butenolide in the coupling with an organomagnesium compound.