Skip to main content
placeholder image

An efficient synthesis of (2s) and (2r)-n-benzoyl-2-t-butyl-4-methyleneoxazolidin-5-one

Journal Article


Abstract


  • 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. © 1993 ASEG.

Publication Date


  • 1993

Citation


  • Beckwith, A. L. J., Chai, C. L. L., Tozer, M. J., Pyne, S. G., Dikic, B., Gordon, P. A., . . . White, A. H. (1993). An efficient synthesis of (2s) and (2r)-n-benzoyl-2-t-butyl-4-methyleneoxazolidin-5-one. Australian Journal of Chemistry, 46(9), 1425-1430. doi:10.1071/CH9931425

Scopus Eid


  • 2-s2.0-84970543338

Web Of Science Accession Number


Start Page


  • 1425

End Page


  • 1430

Volume


  • 46

Issue


  • 9

Abstract


  • 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. © 1993 ASEG.

Publication Date


  • 1993

Citation


  • Beckwith, A. L. J., Chai, C. L. L., Tozer, M. J., Pyne, S. G., Dikic, B., Gordon, P. A., . . . White, A. H. (1993). An efficient synthesis of (2s) and (2r)-n-benzoyl-2-t-butyl-4-methyleneoxazolidin-5-one. Australian Journal of Chemistry, 46(9), 1425-1430. doi:10.1071/CH9931425

Scopus Eid


  • 2-s2.0-84970543338

Web Of Science Accession Number


Start Page


  • 1425

End Page


  • 1430

Volume


  • 46

Issue


  • 9