Issue 11, 2004

(1R,4S,5R)-3-Fluoro-1,4,5-trihydroxy-2-cyclohexene-1-carboxylic acid: the fluoro analogue of the enolate intermediate in the reaction catalyzed by type II dehydroquinases

Abstract

The fluoro analogue of the enolate intermediate in the reaction catalyzed by type II dehydroquinases has been prepared from naturally occuring (−)-quinic acid over seven steps and has been shown to be the most potent inhibitor reported to date of the type II enzyme from Mycobacterium tuberculosis.

Graphical abstract: (1R,4S,5R)-3-Fluoro-1,4,5-trihydroxy-2-cyclohexene-1-carboxylic acid: the fluoro analogue of the enolate intermediate in the reaction catalyzed by type II dehydroquinases

Supplementary files

Article information

Article type
Paper
Submitted
29 Mar 2004
Accepted
19 Apr 2004
First published
06 May 2004

Org. Biomol. Chem., 2004,2, 1592-1596

(1R,4S,5R)-3-Fluoro-1,4,5-trihydroxy-2-cyclohexene-1-carboxylic acid: the fluoro analogue of the enolate intermediate in the reaction catalyzed by type II dehydroquinases

M. Frederickson, A. W. Roszak, J. R. Coggins, A. J. Lapthorn and C. Abell, Org. Biomol. Chem., 2004, 2, 1592 DOI: 10.1039/B404535A

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