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Communication | Special issue | Vol 95, No. 1, 2017, pp.167-171
Published online, 28th November, 2016
DOI: 10.3987/COM-16-S(S)46
Efficient D-Fructopyranosylation Method Catalyzed by Scandium Triflate and Preparation of New Sucrose Analogs

Takashi Yamanoi,* Takanori Saitoh, Yoshiki Oda, Noriko Misawa, Mikio Watanabe, Junko Ishikawa, and Akihiko Koizumi

*Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japan

Abstract

We successfully established a highly efficient β-fructopyranosylation method that used a fully benzoylated β-D-fructopyranosyl acetate as the glycosyl donor and Sc(OTf)3 as the catalytic activator. The syntheses of non-reducing disaccharide units as new sucrose analogs were achieved based on the β-fructopyranosylation reaction of 1-hydroxy group of glucose derivatives.