Enantioselectivity of 3‐amino‐2‐oxazolidinone derivatives with potential psychotropic activity on cellulose tris(4‐methylbenzoate) chiral selector

Abstract

The behavior of a series of 3-amino-2-oxazolidinone derivatives with a potential hypnotic activity on achiral (octadecylsilane) and chiral (cellulose tris(4-methylbenzoate)) stationary phases was examined. The compounds differed in the composition of a substituted aromatic ring containing different substituents in different positions. It was possible to resolve all the compounds with selectivity 1.11 ≤ α ≤ 2.74. The enantiodifferentiating power of substituents was correlated to their electron donating ability and position in the aromatic ring. Chirality 13:148–152, 2001. © Wiley-Liss, Inc.