Synlett 2004(2): 0338-0340  
DOI: 10.1055/s-2003-44972
LETTER
© Georg Thieme Verlag Stuttgart · New York

Ring Opening Reactions of N-Alkyl Oxazolidinones with Organolithium Reagents

Simon Jones*, Helen C. Norton
School of Natural Sciences - Chemistry, University of Newcastle upon Tyne, Bedson Building, Newcastle upon Tyne NE1 7RU, UK
Fax: +44(114)2229346; e-Mail: simon.jones@sheffield.ac.uk.;
Further Information

Publication History

Received 5 September 2003
Publication Date:
08 December 2003 (online)

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Abstract

Addition of primary, secondary and aryl organolithium reagents to N-methyl and N-benzyl oxazolidin-2-ones give N-acyl amino alcohols in 30-93% yields. Application to the synthesis of an imidazoyl oxazoline is demonstrated.