Short-step synthesis of 5-thio-l-hexopyranoses from d-glyconothio-O-lactones

Daisuke Sawada; Shinya Sasayama; Hideyo Takahashi; Shiro Ikegami

doi:10.3987/COM-05-S(K)52

Short-step synthesis of 5-thio-l-hexopyranoses from d-glyconothio-O-lactones

Daisuke Sawada, Shinya Sasayama, Hideyo Takahashi, Shiro Ikegami

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

2 Citations (Scopus)

Abstract

We developed a synthetic method for 5-thio-l-hexopyranose from d-glyconothio-O-lactone using the initial ring-opening reaction and subsequent recyclization under Mitsunobu conditions. Using this method, only a three-step transformation is required from d-glyconothio-O-lactone to 5-thio-l-glyconolactone.

Original language	English
Pages (from-to)	441-451
Number of pages	11
Journal	Heterocycles
Volume	66
Issue number	1
DOIs	https://doi.org/10.3987/COM-05-S(K)52
Publication status	Published - Dec 31 2005
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "We developed a synthetic method for 5-thio-l-hexopyranose from d-glyconothio-O-lactone using the initial ring-opening reaction and subsequent recyclization under Mitsunobu conditions. Using this method, only a three-step transformation is required from d-glyconothio-O-lactone to 5-thio-l-glyconolactone.",

author = "Daisuke Sawada and Shinya Sasayama and Hideyo Takahashi and Shiro Ikegami",

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AU - Sawada, Daisuke

AU - Sasayama, Shinya

AU - Takahashi, Hideyo

AU - Ikegami, Shiro

PY - 2005/12/31

Y1 - 2005/12/31

N2 - We developed a synthetic method for 5-thio-l-hexopyranose from d-glyconothio-O-lactone using the initial ring-opening reaction and subsequent recyclization under Mitsunobu conditions. Using this method, only a three-step transformation is required from d-glyconothio-O-lactone to 5-thio-l-glyconolactone.

AB - We developed a synthetic method for 5-thio-l-hexopyranose from d-glyconothio-O-lactone using the initial ring-opening reaction and subsequent recyclization under Mitsunobu conditions. Using this method, only a three-step transformation is required from d-glyconothio-O-lactone to 5-thio-l-glyconolactone.

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Short-step synthesis of 5-thio-l-hexopyranoses from d-glyconothio-O-lactones

Abstract

ASJC Scopus subject areas

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