SOLID-PHASE SYNTHESIS OF OXAZOLIDINONES VIA A NOVEL CYCLISATION CLEAVAGE REACTION/

The solid phase synthesis of oxazolidinones via a novel cylisation/cle avage reaction is described. Resin bound carbamates 2, which were obta ined by reaction of Wang-resin with commercially available isocyanates 1, were alkylated with glycidyltosylate to the corresponding epoxides 3. Nucleophilic opening of the epoxides 3 with pyrrolidine and subseq uent cyclisation leads to the title compounds in high yield and purity . (C) 1998 Elsevier Science Ltd. All rights reserved.