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Letters in Organic Chemistry

Author(s): Takashi Yamanoi, Ryo Inoue, Sho Matsuda and Keita Hamasaki

DOI: 10.2174/157017808783330289

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Bismuth(III) Triflate-Catalyzed Dehydrative Glycosidation Using 1- Hydroxy Sugars

Page: [30 - 33] Pages: 4

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Abstract

This paper describes the O-glycoside formation from 1-hydroxy sugars by the bismuth(III) triflate-catalyzed dehydrative glycosidation. The reactions of the 1-hydroxy sugars with some primary alcohols in the presence of only 5 mol% bismuth(III) triflate at reflux for 15 min in dichloromethane afforded the O-glycosides in good yields. This paper clarifies several important properties during the bismuth(III) triflate-catalyzed dehydrative glycosidation using 1-hydroxy sugars.

Keywords: Glycosidation, bismuth(III) triflate, 1-hydroxy sugar, glycoside, 1,1'-disaccharide