Novel stereocontrolled α- and β-glycosidations of mannopyranosyl sulfoxides using environmentally benign heterogeneous solid acids

Hideyuki Nagai; Kanako Kawahara; Shuichi Matsumura; Kazunobu Toshima

doi:10.1016/S0040-4039(01)00674-8

Novel stereocontrolled α- and β-glycosidations of mannopyranosyl sulfoxides using environmentally benign heterogeneous solid acids

Hideyuki Nagai, Kanako Kawahara, Shuichi Matsumura, Kazunobu Toshima

Department of Applied Chemistry

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

46 Citations (Scopus)

Abstract

The environmentally benign and stereocontrolled glycosidations of mannopyranosyl sulfoxides and alcohols using a heterogeneous solid acid, Nafion-H or sulfated zirconia (SO₄/ZrO₂) as a new activator for the direct syntheses of both the α- and β-mannopyranosides have been developed.

Original language	English
Pages (from-to)	4159-4162
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	25
DOIs	https://doi.org/10.1016/S0040-4039(01)00674-8
Publication status	Published - 2001 Jun 18

Keywords

Heterogeneous solid acid
Nafion-H
Sulfated zirconia
Sulfoxide glycosidation
α- and β-mannopyranosides

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(01)00674-8

Cite this

@article{843a5d05b038488495969a8d8e6ad726,

title = "Novel stereocontrolled α- and β-glycosidations of mannopyranosyl sulfoxides using environmentally benign heterogeneous solid acids",

abstract = "The environmentally benign and stereocontrolled glycosidations of mannopyranosyl sulfoxides and alcohols using a heterogeneous solid acid, Nafion-H or sulfated zirconia (SO4/ZrO2) as a new activator for the direct syntheses of both the α- and β-mannopyranosides have been developed.",

keywords = "Heterogeneous solid acid, Nafion-H, Sulfated zirconia, Sulfoxide glycosidation, α- and β-mannopyranosides",

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

note = "Funding Information: This work was partially supported by the New Energy and Industrial Technology Development Organization (NEDO) and the Research Institute of Innovative Technology for the Earth (RITE).",

year = "2001",

month = jun,

day = "18",

doi = "10.1016/S0040-4039(01)00674-8",

language = "English",

volume = "42",

pages = "4159--4162",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "25",

}

TY - JOUR

T1 - Novel stereocontrolled α- and β-glycosidations of mannopyranosyl sulfoxides using environmentally benign heterogeneous solid acids

AU - Nagai, Hideyuki

AU - Kawahara, Kanako

AU - Matsumura, Shuichi

AU - Toshima, Kazunobu

N1 - Funding Information: This work was partially supported by the New Energy and Industrial Technology Development Organization (NEDO) and the Research Institute of Innovative Technology for the Earth (RITE).

PY - 2001/6/18

Y1 - 2001/6/18

N2 - The environmentally benign and stereocontrolled glycosidations of mannopyranosyl sulfoxides and alcohols using a heterogeneous solid acid, Nafion-H or sulfated zirconia (SO4/ZrO2) as a new activator for the direct syntheses of both the α- and β-mannopyranosides have been developed.

AB - The environmentally benign and stereocontrolled glycosidations of mannopyranosyl sulfoxides and alcohols using a heterogeneous solid acid, Nafion-H or sulfated zirconia (SO4/ZrO2) as a new activator for the direct syntheses of both the α- and β-mannopyranosides have been developed.

KW - Heterogeneous solid acid

KW - Nafion-H

KW - Sulfated zirconia

KW - Sulfoxide glycosidation

KW - α- and β-mannopyranosides

UR - http://www.scopus.com/inward/record.url?scp=0035908263&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035908263&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(01)00674-8

DO - 10.1016/S0040-4039(01)00674-8

M3 - Article

AN - SCOPUS:0035908263

SN - 0040-4039

VL - 42

SP - 4159

EP - 4162

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -

Novel stereocontrolled α- and β-glycosidations of mannopyranosyl sulfoxides using environmentally benign heterogeneous solid acids

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this