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Issue 10, 2011
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Expanding the chiral pool: oxidation of meta-bromobenzoic acid by R. eutrophus B9 allows access to new reaction manifolds

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Abstract

Metabolism of meta-bromobenzoic acid by the blocked mutant Ralstonia eutrophus B9 affords an enantiopure dearomatised halodiene-diol which we demonstrate is a versatile chiron for organic synthesis. The presence of the halogen leads to reactivity that is distinct to that observed for the non-halogenated analogue and also serves as a synthetic handle for further functionalisation.

Graphical abstract: Expanding the chiral pool: oxidation of meta-bromobenzoic acid by R. eutrophus B9 allows access to new reaction manifolds

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Article information


Submitted
24 Jan 2011
Accepted
07 Mar 2011
First published
06 Apr 2011

Org. Biomol. Chem., 2011,9, 3920-3928
Article type
Paper

Expanding the chiral pool: oxidation of meta-bromobenzoic acid by R. eutrophus B9 allows access to new reaction manifolds

J. A. Griffen, A. M. Le Coz, G. Kociok-Köhn, M. A. Khan, A. J. W. Stewart and S. E. Lewis, Org. Biomol. Chem., 2011, 9, 3920
DOI: 10.1039/C1OB05131H

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