2024
An oxidative photocyclization approach to the synthesis of Securiflustra securifrons alkaloids
Alexander B, Bartfield N, Gupta V, Mercado B, Del Campo M, Herzon S. An oxidative photocyclization approach to the synthesis of Securiflustra securifrons alkaloids. Science 2024, 383: 849-854. PMID: 38386756, DOI: 10.1126/science.adl6163.Peer-Reviewed Original ResearchConceptsFunctional group manipulationsMicrocrystal electron diffractionOxidative photocyclizationAdvanced intermediateGroup manipulationsHeterocyclic residuesOxide ringSynthetic accessibilityElectron diffractionTarget identification studiesReactive alkenesModular assemblyCytotoxic alkaloidFlexible routeAlkenesIdentification studiesAlkaloidsPhotocycleDiffractionStructural complexityStructureRingIntermediateChemistrySynthesis
2023
Concise total synthesis of (±)-Dibromoagelaspongin
Hale R, McDonald D, Spiegel D. Concise total synthesis of (±)-Dibromoagelaspongin. Tetrahedron 2023, 148: 133668. DOI: 10.1016/j.tet.2023.133668.Peer-Reviewed Original Research
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
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