The brθnsted acid-catalyzed O-glycosidation of 1-C-alkyl-D-glucopyranose derivatives

Takashi Yamanoi; Sho Matsuda; Ippo Yamazaki; Ryo Inoue; Keita Hamasaki; Mikio Watanabe

doi:10.3987/COM-06-10684

The brθnsted acid-catalyzed O-glycosidation of 1-C-alkyl-D-glucopyranose derivatives

Takashi Yamanoi, Sho Matsuda, Ippo Yamazaki, Ryo Inoue, Keita Hamasaki, Mikio Watanabe

研究成果: Article › 査読

11 被引用数 (Scopus)

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We found that the O-glycosidation between various kinds of 1-C-alkyl-2,3,4,6-tetra-O-benzyl-D-glucopyanoses and alcohols in the presence of 5 mol % of trifluoromethanesulfonic acid or bis(trifluoromethane)sulfonimide stereoselectively produced the corresponding 1-C-alkyl-α-D-glucopyranosides in good yields.{A figure is presented}.

本文言語	English
ページ（範囲）	673-677
ページ数	5
ジャーナル	Heterocycles
巻	68
号	4
DOI	https://doi.org/10.3987/COM-06-10684
出版ステータス	Published - 2006 4月 1

ASJC Scopus subject areas

分析化学
薬理学
有機化学

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abstract = "We found that the O-glycosidation between various kinds of 1-C-alkyl-2,3,4,6-tetra-O-benzyl-D-glucopyanoses and alcohols in the presence of 5 mol % of trifluoromethanesulfonic acid or bis(trifluoromethane)sulfonimide stereoselectively produced the corresponding 1-C-alkyl-α-D-glucopyranosides in good yields.{A figure is presented}.",

author = "Takashi Yamanoi and Sho Matsuda and Ippo Yamazaki and Ryo Inoue and Keita Hamasaki and Mikio Watanabe",

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T1 - The brθnsted acid-catalyzed O-glycosidation of 1-C-alkyl-D-glucopyranose derivatives

AU - Yamanoi, Takashi

AU - Matsuda, Sho

AU - Yamazaki, Ippo

AU - Inoue, Ryo

AU - Hamasaki, Keita

AU - Watanabe, Mikio

PY - 2006/4/1

Y1 - 2006/4/1

N2 - We found that the O-glycosidation between various kinds of 1-C-alkyl-2,3,4,6-tetra-O-benzyl-D-glucopyanoses and alcohols in the presence of 5 mol % of trifluoromethanesulfonic acid or bis(trifluoromethane)sulfonimide stereoselectively produced the corresponding 1-C-alkyl-α-D-glucopyranosides in good yields.{A figure is presented}.

AB - We found that the O-glycosidation between various kinds of 1-C-alkyl-2,3,4,6-tetra-O-benzyl-D-glucopyanoses and alcohols in the presence of 5 mol % of trifluoromethanesulfonic acid or bis(trifluoromethane)sulfonimide stereoselectively produced the corresponding 1-C-alkyl-α-D-glucopyranosides in good yields.{A figure is presented}.

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The brθnsted acid-catalyzed O-glycosidation of 1-C-alkyl-D-glucopyranose derivatives

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