Synthesis of 2,3,6-trideoxysugar-containing disaccharides by cyclization and glycosidation through the sequential activation of sulfoxide and methylsulfanyl groups in a one-pot procedure

Toru Amaya; Daisuke Takahashi; Hiroshi Tanaka; Takashi Takahashi

doi:10.1002/anie.200250218

Synthesis of 2,3,6-trideoxysugar-containing disaccharides by cyclization and glycosidation through the sequential activation of sulfoxide and methylsulfanyl groups in a one-pot procedure

Toru Amaya, Daisuke Takahashi, Hiroshi Tanaka, Takashi Takahashi

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

17 Citations (Scopus)

Abstract

A one-pot procedure for the synthesis of 2,3,6-trideoxyglycosides 1 has been developed, based on the sequential activation of a sulfoxide group and a methylsulfanyl group in 2, cyclization, and subsequent glycosidation with a glycosyl acceptor 3.

Original language	English
Pages (from-to)	1833-1836
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	42
Issue number	16
DOIs	https://doi.org/10.1002/anie.200250218
Publication status	Published - 2003 Apr 25
Externally published	Yes

Keywords

Carbohydrates
Chemoselectivity
Cyclization
Glycosylation
Oligosaccharides

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Access to Document

10.1002/anie.200250218

Cite this

Synthesis of 2,3,6-trideoxysugar-containing disaccharides by cyclization and glycosidation through the sequential activation of sulfoxide and methylsulfanyl groups in a one-pot procedure. / Amaya, Toru; Takahashi, Daisuke; Tanaka, Hiroshi et al.

In: Angewandte Chemie - International Edition, Vol. 42, No. 16, 25.04.2003, p. 1833-1836.

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

@article{ca0b60197c2e462a8c8d1d0c10402d87,

title = "Synthesis of 2,3,6-trideoxysugar-containing disaccharides by cyclization and glycosidation through the sequential activation of sulfoxide and methylsulfanyl groups in a one-pot procedure",

abstract = "A one-pot procedure for the synthesis of 2,3,6-trideoxyglycosides 1 has been developed, based on the sequential activation of a sulfoxide group and a methylsulfanyl group in 2, cyclization, and subsequent glycosidation with a glycosyl acceptor 3.",

keywords = "Carbohydrates, Chemoselectivity, Cyclization, Glycosylation, Oligosaccharides",

author = "Toru Amaya and Daisuke Takahashi and Hiroshi Tanaka and Takashi Takahashi",

year = "2003",

month = apr,

day = "25",

doi = "10.1002/anie.200250218",

language = "English",

volume = "42",

pages = "1833--1836",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "16",

}

TY - JOUR

T1 - Synthesis of 2,3,6-trideoxysugar-containing disaccharides by cyclization and glycosidation through the sequential activation of sulfoxide and methylsulfanyl groups in a one-pot procedure

AU - Amaya, Toru

AU - Takahashi, Daisuke

AU - Tanaka, Hiroshi

AU - Takahashi, Takashi

PY - 2003/4/25

Y1 - 2003/4/25

N2 - A one-pot procedure for the synthesis of 2,3,6-trideoxyglycosides 1 has been developed, based on the sequential activation of a sulfoxide group and a methylsulfanyl group in 2, cyclization, and subsequent glycosidation with a glycosyl acceptor 3.

AB - A one-pot procedure for the synthesis of 2,3,6-trideoxyglycosides 1 has been developed, based on the sequential activation of a sulfoxide group and a methylsulfanyl group in 2, cyclization, and subsequent glycosidation with a glycosyl acceptor 3.

KW - Carbohydrates

KW - Chemoselectivity

KW - Cyclization

KW - Glycosylation

KW - Oligosaccharides

UR - http://www.scopus.com/inward/record.url?scp=0038031666&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0038031666&partnerID=8YFLogxK

U2 - 10.1002/anie.200250218

DO - 10.1002/anie.200250218

M3 - Article

C2 - 12722074

AN - SCOPUS:0038031666

VL - 42

SP - 1833

EP - 1836

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 16

ER -

Synthesis of 2,3,6-trideoxysugar-containing disaccharides by cyclization and glycosidation through the sequential activation of sulfoxide and methylsulfanyl groups in a one-pot procedure

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this