C. Beier et al., THE FIRST ASYMMETRIC-SYNTHESIS OF ZYLOXYCARBONYL-METHYLAMINO)-2'-PHENYLETHYL]OXIRANE - A PROMISING BUILDING-BLOCK FOR THE SYNTHESIS OF PEPTIDE MIMICS, Synlett, (1), 1998, pp. 41
The threo N-methyl oxirane 5 was prepared from (S)-N-methyl phenylalan
ine by bromoketone reduction or by epoxidation routes. The unexpected
stereochemical result of the reduction of bromoketone 7 leading to the
threo isomer is discussed.