Synthesis of trehalose mimics by bismuth(III) triflate or bis(trifluoromethane)sulfonimide-catalyzed 1-C-methyl-d-hexopyranosylation

Takashi Yamanoi, Ryo Inoue, Sho Matsuda, Kaname Katsuraya, Keita Hamasaki

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

We investigated the ketopyranosylation of 2,3,4,6-tetra-O-benzyl-1-C-methyl-d-hexopyranoses with the benzylated d-aldohexopyranoses in order to produce novel non-reducing disaccharides as trehalose mimics. It was found that 5 mol % of bismuth(III) triflate or bis(trifluoromethane)sulfonimide efficiently catalyzed the ketopyranosylation that produced various non-reducing disaccharides.

Original languageEnglish
Pages (from-to)2914-2918
Number of pages5
JournalTetrahedron Asymmetry
Volume17
Issue number20
DOIs
Publication statusPublished - 2006 Nov 6

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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