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A convenient synthesis of aziridine‐2‐carboxylic esters

1992; Royal Netherlands Chemical Society; Volume: 111; Issue: 1 Linguagem: Inglês

10.1002/recl.19921110101

1878-7096

Johan Legters, L. Thijs, B. Zwanenburg,

Organic Chemistry Cycloaddition Reactions

Abstract Optically active oxirane‐2‐carboxylic esters, prepared from allylic alcohols employing the Sharpless epoxidation, were treated with sodium azide. The azido alcohols obtained were subsequently converted into aziridine‐2‐carboxylic esters by reaction with triphenylphosphine, in good yields and with high optical purity. Various racemic oxirane‐2‐carboxylic esters were subjected to the same sequence of reactions.