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 oxidation.
Khan
Monika Ali
MA
Department of Chemistry, University of Bath, Bath, BA2 7AY, UK.
Lowe
John P
JP
Johnson
Andrew L
AL
Stewart
Alan J W
AJ
Lewis
Simon E
SE
D018360:Crystallography, X-Ray; D053138:Cyclohexenes / Q000737:chemistry*; D005290:Ferric Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D053138:Cyclohexenes; D005290:Ferric Compounds; D008024:Ligands; C048401:1,4-cyclohexadiene