Glycosidation of solid-supported glycosyl donors tethered by a trialkylsilane linker

Authors
Doi, T Sugiki, M Yamada, H Takahashi, T Porco, JA
Citation
T. Doi et al., Glycosidation of solid-supported glycosyl donors tethered by a trialkylsilane linker, TETRAHEDR L, 40(11), 1999, pp. 2141-2144
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
11
Year of publication
1999
Pages
2141 - 2144
Database
ISI
SICI code
0040-4039(19990312)40:11<2141:GOSGDT>2.0.ZU;2-J
Abstract
Glycosidation of silicon-connected glycosyl donors on polystyrene resin is described Thiophenyl glycoside 2a and glucopyranosyl fluoride 2 b reacted w ith glycosyl acceptor 3 (R-2 = Bn) to give disaccharide 4a in 96% and 70% y ields, respectively. Glycosidation of thiophenyl glucoside 2a (R-1 =Bn or B z) with glycosyl acceptor 3 (R-2 =Bn or Ac) yielded 4a-4c in satisfactory y ields and 4d in moderate yield. (C) 1999 Elsevier Science Ltd. All rights r eserved.