Authors
Polina I Abronina, Alexander I Zinin, Nelly N Malysheva, Elena V Stepanova, Alexander O Chizhov, Vladimir I Torgov, Leonid O Kononov
Publication date
2017/8
Journal
Synlett
Volume
28
Issue
13
Pages
1608-1613
Publisher
© Georg Thieme Verlag
Description
A novel glycosyl donor with a triisopropylsilyl (TIPS) nonparticipating group at O-2 is introduced for use in 1,2-cis-galactosylation. Coupling the 2-O-TIPS-substituted thiogalactoside donor with a series of mono- and disaccharide glycosyl acceptors was found to lead exclusively to α-linked oligosaccharides. The observed exceptionally high α-selectivity was interpreted in terms of conformational changes in the glycosyl cation induced by the bulky 2-O-TIPS group.
Scholar articles
PI Abronina, AI Zinin, NN Malysheva, EV Stepanova… - Synlett, 2017