Dioxygenase-catalysed cis-dihydrodiol formation in the carbo- and hetero-cyclic rings of quinolines

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D. R. Boyd, N. D. Sharma, J. G. Carroll, J. F. Malone, D. G. Mackerracher, N. D. Sharma, J. G. Carroll, D. G. Mackerracher and C. C. R. Allen


Abstract

Evidence of enzyme-catalysed cis-dihydroxylation in the pyridine (3,4-bond) and benzene rings (5,6- and 7,8-bonds) of quinoline and 2-substituted quinolines is examined in light of the isolation of a heterocyclic cis-diol derivative of 2-quinolone, as a single enantiomer of opposite absolute configuration to that found for the enantiopure carbocyclic cis-diol metabolites from quinolines.


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