Bismuth(III) triflate-catalyzed dehydrative glycosidation using 1-hydroxy sugars

Takashi Yamanoi; Ryo Inoue; Sho Matsuda; Keita Hamasaki

doi:10.2174/157017808783330289

Bismuth(III) triflate-catalyzed dehydrative glycosidation using 1-hydroxy sugars

Takashi Yamanoi, Ryo Inoue, Sho Matsuda, Keita Hamasaki

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

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.

Original language	English
Pages (from-to)	30-33
Number of pages	4
Journal	Letters in Organic Chemistry
Volume	5
Issue number	1
DOIs	https://doi.org/10.2174/157017808783330289
Publication status	Published - 2008 Jan

Keywords

1,1'-disaccharide
1-hydroxy sugar
Bismuth(III) triflate
Glycosidation
Glycoside

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

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10.2174/157017808783330289

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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 = "1,1'-disaccharide, 1-hydroxy sugar, Bismuth(III) triflate, Glycosidation, Glycoside",

author = "Takashi Yamanoi and Ryo Inoue and Sho Matsuda and Keita Hamasaki",

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AU - Inoue, Ryo

AU - Matsuda, Sho

AU - Hamasaki, Keita

PY - 2008/1

Y1 - 2008/1

N2 - 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.

AB - 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.

KW - 1,1'-disaccharide

KW - 1-hydroxy sugar

KW - Bismuth(III) triflate

KW - Glycosidation

KW - Glycoside

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Bismuth(III) triflate-catalyzed dehydrative glycosidation using 1-hydroxy sugars

Abstract

Keywords

ASJC Scopus subject areas

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