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]

Subjects :: *SIALIC acids
*TOLUENE
*AMINO group
*HYDROXYL group
*ANOMERIZATION
*CHEMICAL reactions

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