University of Namur (UNamur), Département de Chimie, Laboratoire de Chimie Bio-Organique, rue de Bruxelles 61, 5000 Namur, Belgium.
Chemistry. 2013 Aug 26;19(35):11547-52. doi: 10.1002/chem.201300969. Epub 2013 Jul 25.
Bump the base: This study reports the discovery of the base-induced Z-to-E isomerization of exo-glycals bearing an electron-withdrawing group (EWG). The scope of this novel transformation regarding the carbohydrate unit is also discussed. After elucidating the mechanism, preparation of novel (E)-exo- glycals was performed (TBS = tert-butyldimethylsilyl).
本研究报告了在带有吸电子基团 (EWG) 的外糖上碱基诱导的 Z-E 异构化的发现。还讨论了这种新型糖单位转换的范围。在阐明机制后,进行了新型 (E)-外糖的制备(TBS = 叔丁基二甲基硅基)。