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

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

Chemical communications (Cambridge, England) (2010-08-24)
Monika Ali Khan, John P Lowe, Andrew L Johnson, Alan J W Stewart, Simon E Lewis
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
1,4-Cyclohexadiene, 97%
Sigma-Aldrich
1,4-Cyclohexadiene, purum, ≥97.0% (GC)