Issue 1, 2011
From the journal:

Chemical Communications

Accessing the antipodal series in microbial arene oxidation: a novel diene rearrangement induced by tricarbonyliron(0) complexation†‡

Monika Ali Khan,a   John P. Lowe,a   Andrew L. Johnson,a   Alan J. W. Stewartb  and  Simon E. Lewis*a  

* Corresponding authors

a Department of Chemistry, University of Bath, Bath, UK
E-mail: S.E.Lewis@bath.ac.uk
Fax: +44 (0)1225 386231
Tel: +44 (0)1225 386568

b Prosidion Limited, Windrush Court, Watlington Road, Oxford, UK

Abstract

A cyclohexadiene ligand prepared by microbial arene 1,2-dihydroxylation undergoes spontaneous rearrangement upon complexation to tricarbonyliron(0). Subsequent iron removal affords a novel route to formal arene 2,3-dihydroxylation products enantiomeric to those obtainable by direct microbial arene oxidation.

Graphical abstract: Accessing the antipodal series in microbial arene oxidation: a novel diene rearrangement induced by tricarbonyliron(0) complexation

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Article information

DOI
https://doi.org/10.1039/C0CC01169J
Article type
Communication
Submitted
28 Apr 2010
Accepted
23 Jul 2010
First published
20 Aug 2010

Chem. Commun., 2011,47, 215-217

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Accessing the antipodal series in microbial arene oxidation: a novel diene rearrangement induced by tricarbonyliron(0) complexation

M. A. Khan, J. P. Lowe, A. L. Johnson, A. J. W. Stewart and S. E. Lewis, Chem. Commun., 2011, 47, 215 DOI: 10.1039/C0CC01169J

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