Angewandte Chemie International Edition · 2003 · 108 citations · 18 references
Natural SciencesChemistryMedicinal ChemistryBiocatalysisCatalysisOrganic ChemistryBiocatalytic StereoselectivityEnzymatic Cleavage StrategiesHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisRetrosynthetic AnalysisAsymmetric Heterocycle SynthesisEnantioselective SynthesisEpoxidationEpoxide Formation
A potential general approach to potent N-heterocyclic glycosidase inhibitors is illustrated by the first total synthesis of (+)-broussonetine G (1). The key transformation of the synthesis relies on two successive palladium-catalyzed asymmetric allylic alkylations of butadiene monoxide with a nitrogen nucleophile to construct the pyrrolidine core.
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