"Green" oxidation reactions - Application to carbohydrate chemistry

Ewan C. Boyd; Ray V H Jones; Peter Quayle; Anita J. Waring

doi:10.1039/b310207f

"Green" oxidation reactions - Application to carbohydrate chemistry

Ewan C. Boyd, Ray V H Jones, Peter Quayle, Anita J. Waring

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

Abstract

Oxidation of glycals by either methyltrioxorhenium (MTO)-hydrogen peroxide or hydrogen peroxide-acetonitrile in methanol provides direct access to methyl glycosides. The two different reagents proceed with a complementary stereochemical outcome enabling the synthesis of β-D-gluco-pyranosides or α-D-manno-pyranosides from the same carbohydrate precursor.

Original language	English
Pages (from-to)	679-681
Number of pages	2
Journal	Green Chemistry
Volume	5
Issue number	6
DOIs	https://doi.org/10.1039/b310207f
Publication status	Published - Dec 2003

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title = "{"}Green{"} oxidation reactions - Application to carbohydrate chemistry",

abstract = "Oxidation of glycals by either methyltrioxorhenium (MTO)-hydrogen peroxide or hydrogen peroxide-acetonitrile in methanol provides direct access to methyl glycosides. The two different reagents proceed with a complementary stereochemical outcome enabling the synthesis of β-D-gluco-pyranosides or α-D-manno-pyranosides from the same carbohydrate precursor.",

author = "Boyd, {Ewan C.} and Jones, {Ray V H} and Peter Quayle and Waring, {Anita J.}",

year = "2003",

month = dec,

doi = "10.1039/b310207f",

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journal = "Green Chemistry",

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publisher = "Royal Society of Chemistry",

number = "6",

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AU - Boyd, Ewan C.

AU - Jones, Ray V H

AU - Quayle, Peter

AU - Waring, Anita J.

PY - 2003/12

Y1 - 2003/12

N2 - Oxidation of glycals by either methyltrioxorhenium (MTO)-hydrogen peroxide or hydrogen peroxide-acetonitrile in methanol provides direct access to methyl glycosides. The two different reagents proceed with a complementary stereochemical outcome enabling the synthesis of β-D-gluco-pyranosides or α-D-manno-pyranosides from the same carbohydrate precursor.

AB - Oxidation of glycals by either methyltrioxorhenium (MTO)-hydrogen peroxide or hydrogen peroxide-acetonitrile in methanol provides direct access to methyl glycosides. The two different reagents proceed with a complementary stereochemical outcome enabling the synthesis of β-D-gluco-pyranosides or α-D-manno-pyranosides from the same carbohydrate precursor.

U2 - 10.1039/b310207f

DO - 10.1039/b310207f

M3 - Article

SN - 1463-9262

VL - 5

SP - 679

EP - 681

JO - Green Chemistry

JF - Green Chemistry

IS - 6

ER -

"Green" oxidation reactions - Application to carbohydrate chemistry

Abstract

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