2013
Chiral Copper(II) Complex-Catalyzed Reactions of Partially Protected Carbohydrates
Allen CL, Miller SJ. Chiral Copper(II) Complex-Catalyzed Reactions of Partially Protected Carbohydrates. Organic Letters 2013, 15: 6178-6181. PMID: 24274325, DOI: 10.1021/ol4033072.Peer-Reviewed Original ResearchConceptsCoupling of electrophilesCarbohydrate chemistryDivergent regioselectivityRegioselective functionalizationCatalyzed reactionsSaccharide moleculesSuch reactionsCatalystReactionManipulation stepsFunctionalizationChemistryElectrophilesChiralRegioselectivityEnantiomersSynthesisMoleculesHereinCopperSugars
2011
Chemoenzymatic Synthesis of Each Enantiomer of Orthogonally Protected 4,4-Difluoroglutamic Acid: A Candidate Monomer for Chiral Brønsted Acid Peptide-Based Catalysts
Li Y, Miller SJ. Chemoenzymatic Synthesis of Each Enantiomer of Orthogonally Protected 4,4-Difluoroglutamic Acid: A Candidate Monomer for Chiral Brønsted Acid Peptide-Based Catalysts. The Journal Of Organic Chemistry 2011, 76: 9785-9791. PMID: 22039908, PMCID: PMC3228520, DOI: 10.1021/jo2018679.Peer-Reviewed Original ResearchConceptsDifluoroglutamic acidEnhanced catalytic activityFunctional group manipulationsΑ-amino acidGlutamic acid derivativesReduction reactionOxidation reactionParent amino acidCoupling reactionCatalytic activityCandidate monomersChemoenzymatic synthesisSelective formationAsymmetric synthesisGroup manipulationsScalable procedurePeptide bondEnzymatic resolutionAcid derivativesSynthetic materialsSynthesisReactionEnantiomersAcidCatalyst