Sign in
Back
Stereoselective Synthesis of cis- and trans-3,4,5-Trisubstituted-1,3-oxazolidin-2-one Derivatives from 1,2-Amino Alcohol Monoesters and Aziridine-2-carboxylates
Journal article   Peer reviewed

Stereoselective Synthesis of cis- and trans-3,4,5-Trisubstituted-1,3-oxazolidin-2-one Derivatives from 1,2-Amino Alcohol Monoesters and Aziridine-2-carboxylates

Amani Kaabi and Rafâa Besbes
Synthetic communications, Vol.45(1), pp.111-118
02/01/2015
DOI: https://doi.org/10.1080/00397911.2014.961197

Abstract

1,3-oxazolidin-2-one Amino alcohol monoesters aziridine-2-carboxylates phosgenation
New cis-N-alkyl-1,3-oxazolidin-2-ones were prepared in moderate to good yields via phosgenation of erythro-1,2-aminoalcohol monoesters, accompanied by formation of aziridine by-products. On the other hand, their regioisomers trans-N-alkyl-1,3-oxazolidin-2-ones were prepared regio- and stereoselectively in good yields by ring expansion of trans-N-alkyl aziridine-2-carboxylates.

Metrics

1 Record Views

Details