异噁唑啉及异噁唑烷类化合物在多糖衍生物类柱上的手性拆分

在ＣｈｉｒａｌｃｅｌＯＤ，ＣｈｉｒａｌｃｅｌＯＪ及ＣｈｉｒａｌｐａｋＡＤ等３种多糖类手性固定相上，以各种配比的正己烷－异丙醇为洗脱剂，对７种异口恶唑啉及异口恶唑烷类化合物的对映体进行了手性拆分。考察了这些外消旋物在这些手性柱上的色谱行为。实验结果表明，手性固定相上葡萄糖片段构型的差异和它们高级结构的不同以及手性固定相上的二甲基苯基氨基甲酸酯或对甲基苯甲酸酯等功能团与样品的极性基团之间的相互作用，可能是支配手性拆分的主要原因。方法已用于不对称１，３－偶极环加成反应产物的光学纯度鉴定。

Enantiomeric Resolution of Isoxazolines and Isoxazolidines with High Performance Liquid Chromatography by Using Polysaccharide Derivatives as Chiral Stationary Phases

Enantiomeric resolution of racemic mixtures of seven isoxazolines and isoxazolidines was achieved with HPLC by using Chiralcel OD, Chiralcel OJ and Chiralpak AD as chiral stationary phases and hexane/2 propanol mixtures with different concentrations as eluent. The chromatographic parameters of these racemates on AD, OD and OJ columns were examined. The results showed that optical resolving ability of recemic mixtures of isoxazolines and isoxazolidines on Chiralcel OD, Chiralcel OJ and Chiralpak AD columns was strongly dependent on the substitutes of the racemates. The different configurations of the glucose residues and higher order structure of the stationary phases and interactions between dimethylphenylcarbamate group or 4 methylbenzoate group of chiral stationary phase and the polar groups of racemates may be responsible for the chiral recognition. This method has been applied to identify the optical purity of the product of 1,3 dipolar cycloadditions.