Literature DB >> 21472181

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

Julia A Griffen1, Amélie M Le Coz, Gabriele Kociok-Köhn, Monika Ali Khan, Alan J W Stewart, Simon E Lewis.   

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.

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Year:  2011        PMID: 21472181     DOI: 10.1039/c1ob05131h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  A cobalt complex of a microbial arene oxidation product.

Authors:  Dominic van der Waals; Thomas Pugh; Monika Ali Khan; Alan Jw Stewart; Andrew L Johnson; Simon E Lewis
Journal:  Chem Cent J       Date:  2011-12-07       Impact factor: 4.215

2.  Quantitative 1H-NMR analysis reveals steric and electronic effects on the substrate specificity of benzoate dioxygenase in Ralstonia eutropha B9.

Authors:  James S Bent; Zachary T Clark; Jonathan A Collins
Journal:  J Ind Microbiol Biotechnol       Date:  2022-05-25       Impact factor: 4.258

  2 in total

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