A highly efficient TEMPO mediated oxidation of sugar primary alcohols into uronic acids using 1-chloro-1,2-benziodoxol-3(1H)-one at room temperature

Varsha Tiwari; Vishnu Nayak Badavath; Adesh Kumar Singh; Jeyakumar Kandasamy

doi:10.1016/j.tetlet.2018.05.021

A highly efficient TEMPO mediated oxidation of sugar primary alcohols into uronic acids using 1-chloro-1,2-benziodoxol-3(1H)-one at room temperature

Varsha Tiwari, Vishnu Nayak Badavath, Adesh Kumar Singh, Jeyakumar Kandasamy

Indian Institute of Technology Banaras Hindu University

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

15 Scopus citations

Abstract

Oxidation of various sugar primary alcohols into corresponding uronic acids was demonstrated using 1-chloro-1,2-benziodoxol-3(1H)-one and TEMPO. The reaction proceeds at room temperature in good to excellent yields. Primary alcohols get oxidized selectively over the secondary alcohols under mild reaction conditions.

Original language	English
Pages (from-to)	2511-2514
Number of pages	4
Journal	Tetrahedron Letters
Volume	59
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2018.05.021
State	Published - 27 Jun 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 Elsevier Ltd

Keywords

Alcohol
Carbohydrates
Hypervalent iodine
Oxidation
Uronic acid

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10.1016/j.tetlet.2018.05.021

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abstract = "Oxidation of various sugar primary alcohols into corresponding uronic acids was demonstrated using 1-chloro-1,2-benziodoxol-3(1H)-one and TEMPO. The reaction proceeds at room temperature in good to excellent yields. Primary alcohols get oxidized selectively over the secondary alcohols under mild reaction conditions.",

keywords = "Alcohol, Carbohydrates, Hypervalent iodine, Oxidation, Uronic acid",

author = "Varsha Tiwari and Badavath, {Vishnu Nayak} and Singh, {Adesh Kumar} and Jeyakumar Kandasamy",

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AU - Tiwari, Varsha

AU - Badavath, Vishnu Nayak

AU - Singh, Adesh Kumar

AU - Kandasamy, Jeyakumar

PY - 2018/6/27

Y1 - 2018/6/27

N2 - Oxidation of various sugar primary alcohols into corresponding uronic acids was demonstrated using 1-chloro-1,2-benziodoxol-3(1H)-one and TEMPO. The reaction proceeds at room temperature in good to excellent yields. Primary alcohols get oxidized selectively over the secondary alcohols under mild reaction conditions.

AB - Oxidation of various sugar primary alcohols into corresponding uronic acids was demonstrated using 1-chloro-1,2-benziodoxol-3(1H)-one and TEMPO. The reaction proceeds at room temperature in good to excellent yields. Primary alcohols get oxidized selectively over the secondary alcohols under mild reaction conditions.

KW - Alcohol

KW - Carbohydrates

KW - Hypervalent iodine

KW - Oxidation

KW - Uronic acid

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DO - 10.1016/j.tetlet.2018.05.021

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SN - 0040-4039

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

A highly efficient TEMPO mediated oxidation of sugar primary alcohols into uronic acids using 1-chloro-1,2-benziodoxol-3(1H)-one at room temperature

Abstract

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Keywords

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