Synthesis of the sialic acid (-)-KDN and certain epimers from (-)-3-dehydroshikimic acid or (-)-quinic acid

Martin G. Banwell; Natasha L. Hungerford; Katrina A. Jolliffe

doi:10.1021/ol049048y

Synthesis of the sialic acid (-)-KDN and certain epimers from (-)-3-dehydroshikimic acid or (-)-quinic acid

Martin G. Banwell^*
, Natasha L. Hungerford
, Katrina A. Jolliffe

^*Corresponding author for this work

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

22 Citations (Scopus)

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.

Original language	English
Pages (from-to)	2737-2740
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	16
DOIs	https://doi.org/10.1021/ol049048y
Publication status	Published - 5 Aug 2004

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title = "Synthesis of the sialic acid (-)-KDN and certain epimers from (-)-3-dehydroshikimic acid or (-)-quinic acid",

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.",

author = "Banwell, \{Martin G.\} and Hungerford, \{Natasha L.\} and Jolliffe, \{Katrina A.\}",

year = "2004",

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doi = "10.1021/ol049048y",

language = "English",

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journal = "Organic Letters",

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T1 - Synthesis of the sialic acid (-)-KDN and certain epimers from (-)-3-dehydroshikimic acid or (-)-quinic acid

AU - Banwell, Martin G.

AU - Hungerford, Natasha L.

AU - Jolliffe, Katrina A.

PY - 2004/8/5

Y1 - 2004/8/5

N2 - (-)-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.

AB - (-)-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.

UR - https://www.scopus.com/pages/publications/4344625965

U2 - 10.1021/ol049048y

DO - 10.1021/ol049048y

M3 - Article

SN - 1523-7060

VL - 6

SP - 2737

EP - 2740

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Synthesis of the sialic acid (-)-KDN and certain epimers from (-)-3-dehydroshikimic acid or (-)-quinic acid

Abstract

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