Environmentally benign and stereoselective formation of β-O-glycosidic linkages using benzyl-protected glucopyranosyl phosphite and montmorillonite K-10

Hideyuki Nagai; Shuichi Matsumura; Kazunobu Toshima

doi:10.1016/S0040-4039(01)02252-3

Environmentally benign and stereoselective formation of β-O-glycosidic linkages using benzyl-protected glucopyranosyl phosphite and montmorillonite K-10

Hideyuki Nagai, Shuichi Matsumura, Kazunobu Toshima

Department of Applied Chemistry

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

26 Citations (Scopus)

Abstract

An environmentally benign and highly stereoselective β-glucopyranosylation without neighboring group participation has been developed employing benzyl-protected glucopyranosyl diethyl phosphite as a glycosyl donor and montmorillonite K-10 as an activator.

Original language	English
Pages (from-to)	847-850
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	5
DOIs	https://doi.org/10.1016/S0040-4039(01)02252-3
Publication status	Published - 2002 Jan 28

Keywords

Glycosidation
Glycosyl phosphite
Montmorillonite K-10
Solid acid
β-Glucopyranoside

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Environmentally benign and stereoselective formation of β-O-glycosidic linkages using benzyl-protected glucopyranosyl phosphite and montmorillonite K-10",

abstract = "An environmentally benign and highly stereoselective β-glucopyranosylation without neighboring group participation has been developed employing benzyl-protected glucopyranosyl diethyl phosphite as a glycosyl donor and montmorillonite K-10 as an activator.",

keywords = "Glycosidation, Glycosyl phosphite, Montmorillonite K-10, Solid acid, β-Glucopyranoside",

author = "Hideyuki Nagai and Shuichi Matsumura and Kazunobu Toshima",

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AU - Nagai, Hideyuki

AU - Matsumura, Shuichi

AU - Toshima, Kazunobu

PY - 2002/1/28

Y1 - 2002/1/28

N2 - An environmentally benign and highly stereoselective β-glucopyranosylation without neighboring group participation has been developed employing benzyl-protected glucopyranosyl diethyl phosphite as a glycosyl donor and montmorillonite K-10 as an activator.

AB - An environmentally benign and highly stereoselective β-glucopyranosylation without neighboring group participation has been developed employing benzyl-protected glucopyranosyl diethyl phosphite as a glycosyl donor and montmorillonite K-10 as an activator.

KW - Glycosidation

KW - Glycosyl phosphite

KW - Montmorillonite K-10

KW - Solid acid

KW - β-Glucopyranoside

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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