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A Convenient Method for the Preparation of Enantiomerically Pure 2-Substituted<i>N</i>-Tosylaziridines
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1992
Year
BiosynthesisBioorganic ChemistryEngineeringNatural SciencesN-tosyl-2-amino Alcohols 3Diversity-oriented SynthesisConvenient Method-2-Amino Acids 1Organic ChemistryStereoselective SynthesisChemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringThree-step ProcedureNatural Product Synthesis
A three-step procedure for the synthesis of enantiomerically pure 2-substituted N-tosylaziridines 4 is described. The method involves N-tosylation of (S)-2-amino acids 1, followed by reduction to give N-tosyl-2-amino alcohols 3 and O-tosylation with in situ aziridine ring closure.