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

Access to Document

10.3987/COM-05-S(K)52

Fingerprint Dive into the research topics of 'Short-step synthesis of 5-thio-l-hexopyranoses from d-glyconothio-O-lactones'. Together they form a unique fingerprint.

Cite this

@article{dd680797aa9d4b67b9ed09f6119c92c6,

title = "Short-step synthesis of 5-thio-l-hexopyranoses from d-glyconothio-O-lactones",

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",

year = "2005",

month = dec,

day = "31",

doi = "10.3987/COM-05-S(K)52",

language = "English",

volume = "66",

pages = "441--451",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "1",

}

TY - JOUR

T1 - Short-step synthesis of 5-thio-l-hexopyranoses from d-glyconothio-O-lactones

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.

UR - http://www.scopus.com/inward/record.url?scp=33646872218&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33646872218&partnerID=8YFLogxK

U2 - 10.3987/COM-05-S(K)52

DO - 10.3987/COM-05-S(K)52

M3 - Article

AN - SCOPUS:33646872218

VL - 66

SP - 441

EP - 451

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 1

ER -