Synthesis of both enantiomers of 4-vinyl oxazolidin-2-one from a single precursor: D-isoascorbic acid.
A convenient synthesis of (S)- and (R)-4-vinyl oxazolidin-2-one 1 and 2 from the same inexpensive starting material, D-isoascorbic acid, is described. The title compounds were obtained in 44% and 38% yield, respectively, by operationally simple steps. This approach is a suitable alternative to the literature methods and enhances the synthetic utility of these intermediates. Inc.
Delle Monache
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Centro di Studio per la Chimica dei Recettori e delle Molecole Biologicamente Attive-Istituto di Chimica, Università Cattolica del S. Cuore, Roma, Italy.
Misiti
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D
Salvatore
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P
Zappia
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G
D001205:Ascorbic Acid; D010080:Oxazoles / Q000138:chemical synthesis*; D013237:Stereoisomerism
D010080:Oxazoles; C005056:isoascorbic acid; D001205:Ascorbic Acid