title: Tuning effect of silyl protecting groups on the glycosylation reactivity of arabinofuranosyl thioglycosides.
abstract: The tuning effect of silyl protecting groups on the glycosylation reactivity of arabinofuranosyl phenyl thioglycoside donors is presented. Silyl ethers on the 3-, 5-, and 3,5-positions of the arabinofuranose ring are found to have an arming effect on the donor reactivity, whereas the cyclic 3,5-acetal type protecting groups reduce the reactivity.
authors.affiliation: Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, Department of Chemistry of Medicinal Natural Products, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
authors.forename: Xing-Yong
authors.initials: XY
authors.lastname: Liang
authors.forename: Hua-Chao
authors.initials: HC
authors.lastname: Bin
authors.forename: Jin-Song
authors.initials: JS
authors.lastname: Yang
mesh_terms: D001089:Arabinose / Q000031:analogs & derivatives* / Q000737:chemistry; D006031:Glycosylation; D015394:Molecular Structure; D013237:Stereoisomerism; D013865:Thioglycosides / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D013865:Thioglycosides; D014297:Trimethylsilyl Compounds; C431714:arabinofuranose; D001089:Arabinose