Are oxazolidinones really unproductive, parasitic species in proline catalysis?–Thoughts and experiments pointing to an alternative view

…, DM Badine, M Limbach, A Eschenmoser…

Index: Seebach, Dieter; Beck, Albert K.; Badine, D. Michael; Limbach, Michael; Eschenmoser, Albert; Treasurywala, Adi M.; Hobi, Reinhard; Prikoszovich, Walter; Linder, Bernard Helvetica Chimica Acta, 2007 , vol. 90, # 3 p. 425 - 471

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Citation Number: 187

Abstract

Abstract The N, O-acetal and N, O-ketal derivatives (oxazolidinones) formed from proline, and aldehydes or ketones are well-known today, and they are detectable in reaction mixtures involving proline catalysis, where they have been considered 'parasitic dead ends'. We disclose results of experiments performed in the early 1970's, and we describe more recent findings about the isolation, characterization, and reactions of the oxazolidinone ...