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

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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Sawada, D., Sasayama, S., Takahashi, H., & Ikegami, S. (2005). Short-step synthesis of 5-thio-l-hexopyranoses from d-glyconothio-O-lactones. Heterocycles, 66(1), 441-451. https://doi.org/10.3987/COM-05-S(K)52

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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.",

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