Angewandte Chemie International Edition · 2009 · 76 citations · 43 references
Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisRetrosynthetic AnalysisAssembly ProcedureCross CouplingHeterocycle DiversificationNatural Product SynthesisRing System DiversificationRing-closure ReactionsRing-forming ReactionsSuzuki - Miyaura Coupling
Oxatropanes from oxiranes: An expedient assembly of the compact platensimycin core is described. The synthetic approach relies on a Suzuki cross-coupling, a late-stage dearomatization reaction, and a copper-catalyzed vinyl oxirane ring expansion for accessing the oxatropane moiety of the natural product.
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