Abstract

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.

Keywords

AziridineSodium azideChemistryCarboxylic acidAllylic rearrangementOrganic chemistryTriphenylphosphineOptically activeAzideCatalysisRing (chemistry)

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Publication Info

Year
1992
Type
article
Volume
111
Issue
1
Pages
1-15
Citations
68
Access
Closed

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Johan Legters, L. Thijs, B. Zwanenburg (1992). A convenient synthesis of aziridine‐2‐carboxylic esters. Recueil des Travaux Chimiques des Pays-Bas , 111 (1) , 1-15. https://doi.org/10.1002/recl.19921110101

Identifiers

DOI
10.1002/recl.19921110101