Donnoli MI, Superchi S, Rosini C
Dipartimento di Chimica, Universita della Basilicata, Potenza, Italy.
Enantiomer. 2000;5(2):181-8.
Several alkyl aryl and aryl benzyl sulfoxides have been prepared in optically active form via enantioselective Ti-catalyzed oxidation of the corresponding sulfides. The absolute configuration was assigned on the basis of optical rotation while in the case of some new sulfoxides it was determined by the analysis of their circular dichroism spectra. The alkyl aryl sulfoxides have been efficiently resolved by CHIRALCEL OB chiral stationary phase (CSP) while the aryl benzyl sulfoxides were better separated on CHIRALCEL OJ CSP. In both cases the S enantiomer was always eluted first. This finding can then allow to determine the absolute configuration of alkyl aryl and aryl benzyl sulfoxides on the basis of their elution order on these CSPs.
通过对相应硫化物进行对映选择性钛催化氧化，已制备出几种具有光学活性形式的烷基芳基和芳基苄基亚砜。绝对构型是根据旋光性确定的，而对于一些新的亚砜，则通过分析其圆二色光谱来确定。烷基芳基亚砜已通过CHIRALCEL OB手性固定相（CSP）有效拆分，而芳基苄基亚砜在CHIRALCEL OJ CSP上分离效果更好。在这两种情况下，S对映体总是先被洗脱。这一发现随后可以根据它们在这些CSP上的洗脱顺序来确定烷基芳基和芳基苄基亚砜的绝对构型。
