Kazunori Kan, Akimasa Miyama, S. Hamaguchi
Jun 1, 1985
Citations
0
Influential Citations
4
Citations
Journal
Agricultural and biological chemistry
Abstract
The stereochemical inversion of (R)-5-hydroxymethyl-3-tert-butyl-2-oxazolidinone (la) or (R)-5-hydroxymethyl-3-isopropyl-2-oxazolidinone (lb) to the corresponding (S)-isomer was accomplished via a key intermediate, (R)-3-N-ethoxycarbonyl-N-tert-butylamino-l,2-epoxypropane (5a) or (R)-3-N-ethoxycarbonyl-N-isopropylamino-l,2-epoxypropane (5b), in a high enantiomeric excess. (S)-la (99%e.e.) or (S)-lb (91%e.e.) was thus obtained from the respective (R)-isomer (la; 99%e.e., lb; 95%e.e.).