Regio- and Diastereoselective Synthesis of Highly Substituted, Oxygenated Piperidines from Tetrahydropyridines
Chen S, Mercado BQ, Bergman RG, Ellman JA. Regio- and Diastereoselective Synthesis of Highly Substituted, Oxygenated Piperidines from Tetrahydropyridines. The Journal Of Organic Chemistry 2015, 80: 6660-6668. PMID: 26098485, PMCID: PMC4496584, DOI: 10.1021/acs.joc.5b00816.Peer-Reviewed Original ResearchConceptsEpoxidation reagentsDiastereoselective epoxidationPendant carboxylic acid groupsCarboxylic acid groupsRing-opening methodHydrogen bondingAcid groupsDiastereoselective synthesisTetrafluorobenzoic acidSteric effectsAmino groupsHindered faceHigh regioselectivityEpoxidationPiperidineReagentsSynthesisAcidRegioRegioselectivitySubstitutedBondingEpoxidesCarbonAlcohol
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