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Sialylation reactions with N,N-dibenzylthiosialoside donor

Authors :
Wang, Yue
Xu, Fei-Fei
Ye, Xin-Shan
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jul2012, Vol. 53 Issue 28, p3658-3662. 5p.
Publication Year :
2012

Abstract

Abstract: A new sialyl donor, N,N-dibenzyl-protected p-toluenethiosialoside, was synthesized and its sialylation reaction was investigated. This reaction proceeded in a preactivation manner and preferred to provide β-anomeric coupling products. The β-selectivity was rationalized based on the assumption that N,N-dibenzylamino group could serve as an oriented group to activate the hydroxyl group of acceptor from β-face. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404039
Volume :
53
Issue :
28
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
76498236
Full Text :
https://doi.org/10.1016/j.tetlet.2012.05.024