Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5281019 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
α-Selective sialylation reactions were carried out using novel sialic acid building blocks that possess a thioester auxiliary. In contrast to other arylthio- and benzylthioester derivatives, sialyl phosphite 1a (with the phenylthioester moiety) was employed as the α-selective building block, and was reacted with various primary alcohols, including the C6-OH group of galactose and glucose, with moderate to excellent α-selectivities. For C3-OH of the galactose, 4,6-di-O-benzylgalactal afforded desired α-linkage with excellent selectivity.
Graphical abstractα-Selective sialylation reactions using novel sialic acid building blocks carrying thioester type auxillary was described.Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Shinya Hanashima, Shoji Akai, Ken-ichi Sato,