Kato Takako, Okamoto Iwao, Tanatani Aya, Hatano Terutaka, Uchiyama Masanobu, Kagechika Hiroyuki, Masu Hyuma, Katagiri Kosuke, Tominaga Masahide, Yamaguchi Kentaro, Azumaya Isao
Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan.
Org Lett. 2006 Oct 26;8(22):5017-20. doi: 10.1021/ol061731s.
An effective screening method combining parallel synthesis and solid-state CD measurements was established to identify achiral aromatic sulfonamides that show spontaneous resolution with rapidity. We found that 4 of the 12 achiral sulfonamides crystallized as chiral crystals through this method. The chirality of each sulfonamide was discriminated by solid-state CD spectra and Flack parameter in an X-ray analysis. Correspondence between the observed Cotton effect and the absolute configuration could be confirmed by time-dependent DFT calculations. [structure: see text]
建立了一种结合平行合成和固态圆二色性测量的有效筛选方法，以鉴定能快速自发拆分的非手性芳族磺酰胺。我们发现，通过这种方法，12种非手性磺酰胺中的4种结晶为手性晶体。通过固态圆二色光谱和X射线分析中的Flack参数来区分每种磺酰胺的手性。通过含时密度泛函理论计算可以确认观察到的科顿效应与绝对构型之间的对应关系。[结构：见正文]
