Ontology highlight
ABSTRACT:
SUBMITTER: Blaszczyk SA
PROVIDER: S-EPMC6663581 | biostudies-literature | 2019 Jul
REPOSITORIES: biostudies-literature
Blaszczyk Stephanie A SA Xiao Guozhi G Wen Peng P Hao Hua H Wu Jessica J Wang Bo B Carattino Francisco F Li Ziyuan Z Glazier Daniel A DA McCarty Bethany J BJ Liu Peng P Tang Weiping W
Angewandte Chemie (International ed. in English) 20190530 28
The site-selective functionalization of carbohydrates is an active area of research. Reported here is the surprising observation that the sterically encumbered adamantyl group directed site-selective acylation at the C2 position of S-glycosides through dispersion interactions between the adamantyl C-H bonds and the π system of the cationic acylated catalyst, which may have broad implications in many other chemical reactions. Because of their stability, chemical orthogonality, and ease of activat ...[more]