Dataset Information
?-Selective Glycosylation with ?-Glycosyl Sulfonium Ions Prepared via Intramolecular Alkylation.
Ontology highlight
ABSTRACT:
SUBMITTER: Moons SJ
PROVIDER: S-EPMC6454400 | biostudies-literature | 2019 Apr
REPOSITORIES: biostudies-literature
Publications
α-Selective Glycosylation with β-Glycosyl Sulfonium Ions Prepared via Intramolecular Alkylation.
The Journal of organic chemistry 20190307 7
Stereoselective glycosylation remains the main challenge in the chemical synthesis of oligosaccharides. Herein we report a simple method to convert thioglycosides into β-sulfonium ions via an intramolecular alkylation reaction, leading to highly α-selective glycosylations for a variety of glycosyl acceptors. The influence of the thioglycoside substituent and the protecting group pattern on the glycosyl donor was investigated and showed a clear correlation with the observed stereoselectivity. ...[more]