Synthese und spektroskopische Eigenschaften chiraler 1,3-Oxazolidine

Synthesis and Spectroscopic Properties of Chiral 1,3-Oxazolidines (1S,2S)-2-Amino-1-(p-nitrophenyl)-propan-1,3-diol 2a and the (1R,2R)-configurated isomer 2b react with N-substituted dithiocarbimidic acid diesters and ketenedithioacetals, respectively, to give the 2-substituted chiral 4-hydroxymethyl-5-phenyl-1,3-oxazolidines 4 and 7 . N-Carbmethoxy-dithiocarbimidic acid dimethylester yields under the same conditions the isomeric 1,3-oxazolidine 5 . On treatment of 4 and 7 with isocynantes crystalline urethanes 9 are formed.