Alj. Beckwith et al., AN EFFICIENT SYNTHESIS OF 2S)N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE AND R)-N-BENZOYL-2-T-BUTYL-4-METHYLENEOXAZOLIDIN-5-ONE, Australian Journal of Chemistry, 46(9), 1993, pp. 1425-1430
An efficient synthesis of the title compounds in high enantiomeric pur
ity (>98%) involves bromination under photolytic conditions of (2S)- o
r (2R)-oxazolidinones derived from (S)-alanine followed by treatment o
f the products with sodium iodide in refluxing acetone. A room-tempera
ture single-crystal X-ray study of benzoyl-4-bromomethylene-2-t-butylo
xazolidin-5-one is recorded.