Publication | Closed Access
An Efficient Stereoselective Total Synthesis of All Stereoisomers of the Antibiotic Thiamphenicol through Ruthenium‐Catalyzed Asymmetric Reduction by Dynamic Kinetic Resolution
38
Citations
84
References
2015
Year
Key StepAll StereoisomersEngineeringOrganic ChemistryChemistryDiversity Oriented SynthesisAbstract ThiamphenicolStereoselective SynthesisRuthenium‐catalyzed Asymmetric ReductionAntimicrobial Drug DiscoveryBiochemistryDiversity-oriented SynthesisCatalysisNatural Product SynthesisAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringHydrogen Transfer ReactionNatural SciencesAntibiotic ThiamphenicolSynthetic Chemistry
Abstract Thiamphenicol is a widely used antibiotic that exhibits activity against numerous Gram‐positive and Gram‐negative pathogens. Here, we describe the expedient synthesis of its four stereoisomers through a dynamic kinetic resolution that follows a ruthenium‐catalyzed asymmetric hydrogenation or a hydrogen transfer reaction as the key step.
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