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

Julia A Griffen, A M Le Coz, Gabriele Kociok-Kohn, Monika Ali Khan, A J W Stewart, Simon E Lewis

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)
306 Downloads (Pure)

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.
Original languageEnglish
Pages (from-to)3920-3928
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number10
DOIs
Publication statusPublished - 21 May 2011

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