A Short Diastereo- and Enantioselective Synthesis of cis-4,5-Disubstituted Oxazolidin-2-ones

Abstract

The asymmetric synthesis of cis-4,5-disubstituted oxazolidin-2-ones is described. Following a four step reaction sequence of α-alkylation, 1,2-addition with subsequent carbamate protection, cyclization and concluding with cleavage of the auxiliary the title compounds are obtained in moderate yields and in excellent diastereo- and enantiomeric excesses (de = 88 - > 96%, ee > 96%).