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

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 o...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2011-01, Vol.47 (1), p.215-217
Hauptverfasser: Khan, Monika Ali, Lowe, John P, Johnson, Andrew L, Stewart, Alan J W, Lewis, Simon E
Format: Artikel
Sprache:eng
Schlagworte:
Crystallography, X-Ray
Cyclohexenes - chemistry
Ferric Compounds - chemical synthesis
Ferric Compounds - chemistry
Ligands
Models, Molecular
Molecular Conformation
Oxidation-Reduction
Stereoisomerism
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Beschreibung
Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc01169j