Asymmetric nitrogen-lxxi. Asymmetric synthesis and lactonization of 1-β-hydroxyalkylaziridine-2-carboxylic esters into 4-oxa-1-azabicyclo[4.1.0]heptan-5-ones

Article abstract of DOI:10.1016/S0040-4020(01)87863-7

Epimeric mixtures of 1-β-hydroxyalkyl ziridlne-il-carboxylic esters were prepared by the Gabriel-Cromwell reaction, followed by their separation by liquid chromatography with subsequent lactonization of each epimer in the presence of base to give pure ena