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)

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10.1002/anie.200250218

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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; Takahashi, Takashi.

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

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

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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.",

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AU - Tanaka, Hiroshi

AU - Takahashi, Takashi

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KW - Chemoselectivity

KW - Cyclization

KW - Glycosylation

KW - Oligosaccharides

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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

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