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Issue 1, 2014
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Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons

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Abstract

Oxidation of benzoic acid by a microorganism expressing benzoate dioxygenase leads to the formation of an unusual ipso, ortho arene cis-diol in sufficient quantities to be useful for synthesis. This homochiral diol possesses an array of differentiated functionality which can be exploited to access diverse highly oxygenated structures by concise synthetic sequences.

Graphical abstract: Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons

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Supplementary files

Article information


Submitted
26 Nov 2013
Accepted
20 Dec 2013
First published
08 Jan 2014

This article is Open Access

Org. Chem. Front., 2014,1, 79-90
Article type
Research Article
Author version available

Benzoate dioxygenase from Ralstonia eutropha B9 – unusual regiochemistry of dihydroxylation permits rapid access to novel chirons

J. A. Griffen, S. J. Kenwright, S. Abou-Shehada, S. Wharry, T. S. Moody and S. E. Lewis, Org. Chem. Front., 2014, 1, 79
DOI: 10.1039/C3QO00057E

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