Journal of the American Chemical Society · 2012 · 58 citations · 17 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisAsymmetric Heterocycle SynthesisAsymmetric SynthesisMetathesis CatalysisMetathesis ReactionsNatural Product SynthesisNatural Product Total SynthesisRing-closing MetathesisTransition Metal-catalyzed Synthesis
A first asymmetric total synthesis of (-)-isoschizogamine has been accomplished. Our synthesis features the facile construction of the carbon framework of the natural product through a Wagner-Meerwein rearrangement, a tandem metathesis, a stereoselective rhodium-mediated 1,4-addition of an arylboronic acid, and a ring-closing metathesis via a hemiaminal ether.
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