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

Takayuki Doi, Masayuki Sugiki, Haruo Yamada, Takashi Takahashi, John A. Porco

Research output: Contribution to journalArticlepeer-review

46 Citations (Scopus)

Abstract

Glycosidation of silicon-connected glycosyl donors on polystyrene resin is described Thiophenyl glycoside 2a and glucopyranosyl fluoride 2b reacted with glycosyl acceptor 3 (R2 = Bn) to give disaccharide 4a in 96% and 70% yields, respectively. Glycosidation of thiophenyl glucoside 2a (R1 = Bn or Bz) with glycosyl acceptor 3 (R2 = Bn or Ac) yielded 4a-4c in satisfactory yields and 4d in moderate yield.

Original languageEnglish
Pages (from-to)2141-2144
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number11
DOIs
Publication statusPublished - 1999 Mar 12
Externally publishedYes

Keywords

  • Glycosidation
  • Resins
  • Solid-phase synthesis
  • Thioglycosides

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Glycosidation of solid-supported glycosyl donors tethered by a trialkylsilane linker'. Together they form a unique fingerprint.

Cite this