An efficient synthesis of (2S)- and (2R)-N-benzoyl-2-t-butyl-4-methyleneoxazolidin-5-one

A.L.J. Beckwith, S.G. Pyne, B. Dikic, C.L.L. Chai, P.A. Gordon, Brian Skelton, M.J. Tozer, Allan White

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)


An efficient synthesis of the title compounds in high enantiomeric purity (>98%) involves bromination under photolytic conditions of (2S)- or (2R)-oxazolidinones derived from (S)-alanine followed by treatment of the products with sodium iodide in refluxing acetone. A room-temperature single-crystal X-ray study of (2S,4Z)-N-benzoyl-4-bromomethylene-2-t-butyloxazolidin-5-one is recorded.
Original languageEnglish
Pages (from-to)1425-1430
JournalAustralian Journal of Chemistry: an international journal for chemical science
Publication statusPublished - 1993


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