The Journal of Organic Chemistry

Pseudo-halogens. VII. New synthesis of aziridines and oxazolidones

TA Foglia, D Swern

Index: Foglia,T.A.; Swern,D. Journal of Organic Chemistry, 1967 , vol. 32, p. 75 - 78

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Citation Number: 29

Abstract

Aziridines or 2-oxazolidones are readily prepared from unsaturated compounds by direct conversion into 4-chlorocarbamates followed by reaction with base or by pyrolysis, respectively. Yields are good and are comparable with those from the corresponding iodocarbamates. 8-Chlorocarbamates prepared from 1-olefins have chlcrine on C-2 and nitrogen on C-1; the oxazolidones obtained, therefore, are the 5-alkyl isomers. Proof of ...