title: Exploring the native chemical ligation concept for highly stereospecific glycosylation reactions.
abstract: Various O-alkyl glycosides were obtained in a highly stereospecific manner with retention of configuration at the anomeric center. Our method has customized native chemical ligation concept for glycoconjugates synthesis, utilizing a meticulously controlled activating system. To explain the origin of stereoselective preference, an S(N)i mechanism was proposed and corroborated by computational calculations.
authors: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371.
authors: Kim Le Mai
authors: Kle M
authors: Hoang
authors: Yaguang
authors: Y
authors: Bai
authors: Xin
authors: X
authors: Ge
authors: Xue-Wei
authors: XW
authors: Liu
mesh_terms: D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D006027:Glycosides