Efficient C-arylglycosylation of 1-O-methyl sugar by novel use of TMSOTf-AgClO4 catalyst system

Kazunobu Toshima, Goh Matsuo, Kuniaki Tatsuta

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

Highly β-stereoselective C-arylglycosylations of the 1-O-methyl sugars 1∼4 with 2-naphthol (9) were effectively achieved by novel combinational use of a catalytic amount of TMSOTf-AgClO4 as an activator. Also, C-arylglycosylations of the 1-O-acetyl sugars 5∼8 with 9 in this way worked as well.

Original languageEnglish
Pages (from-to)2175-2178
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number16
DOIs
Publication statusPublished - 1992 Apr 14

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Sugars
Catalysts
2-naphthol

Keywords

  • 1-O-methyl sugar
  • 2-naphthol
  • catalyst system
  • TMSOTf-AgClO
  • β-stereoselective C-arylglycosylation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Efficient C-arylglycosylation of 1-O-methyl sugar by novel use of TMSOTf-AgClO4 catalyst system. / Toshima, Kazunobu; Matsuo, Goh; Tatsuta, Kuniaki.

In: Tetrahedron Letters, Vol. 33, No. 16, 14.04.1992, p. 2175-2178.

Research output: Contribution to journalArticle

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