Details

Autor(en) / Beteiligte

• Meng, Bo
• Zhu, Zhenqian
• Baker, David C

Titel

1,2-cis Alkyl glycosides: straightforward glycosylation from unprotected 1-thioglycosyl donorsElectronic supplementary information (ESI) available. See DOI: 10.1039/c4ob00626g

Erscheinungsjahr

2014-06

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A 1,2- cis -alkyl glycosidation protocol that makes use of unprotected phenyl 1-thioglycosyl donors is reported. Glycosylation of various functionalized alcohols was accomplished in moderate to high yield and selectivity to give the 1,2- cis -glycosides. In order to quickly develop optimum glycosylation conditions, an FIA (flow injection analysis)-ESI-TOF-MS method was developed that enabled rapid and quantitative evaluation of yield on small scale. This methodology, coupled with NMR spectroscopy, allowed for rapid evaluation of the overall reactions. A simple, straightforward 1,2- cis -selective glycosidation method from an unprotected 1-thioglycoside is presented.