Synthesis of the Sialic Acid (�)-KDN and Certain Epimers from (�)-3-Dehydroshikimic Acid or (�)-Quinic Acid

Banwell, Martin; Hungerford, Natasha; Jolliffe, Katrina

Synthesis of the Sialic Acid (�)-KDN and Certain Epimers from (�)-3-Dehydroshikimic Acid or (�)-Quinic Acid

Date

2004

Authors

Banwell, Martin

Hungerford, Natasha

Jolliffe, Katrina

Publisher

American Chemical Society

Abstract

(-)-3-Dehydroshikimic acid (3-DHS, 4), a C7-building block now available in large quantity from corn syrup, has been converted into the sialic acid (-)-KDN (3) as well as its C-7- and C-8-epimers. (-)-Quinic acid can be used for the same purpose.

Keywords

Keywords: quinic acid; shikimic acid derivative; sialic acid derivative; article; chemical reaction; epimer; epimerization; molecular dynamics; reaction analysis; structure analysis; synthesis

URI

http://hdl.handle.net/1885/78453

Collections

ANU Research Publications

Source

Organic Letters

Type

Journal article

DOI

10.1021/ol049048y

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Synthesis of the Sialic Acid (�)-KDN and Certain Epimers from (�)-3-Dehydroshikimic Acid or (�)-Quinic Acid

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