Dioxygenation in ortho-and meta-Position

Biooxidation products originating from simple homoaromatic precursors are usually formed in high regio- and stereoselectivity. Lipophilic substituents are most readily converted and the incorporation of a halogen (R = Cl, Br, I) into biooxidation products of TDO is also exploited to give a more pronounced difference in reactivity 

Benzoate dioxygenase (BZDO) Ralstonia eutropha (former Alcaligenes eutrophus) 1971 [236] [224] 

Naphthalene carboxylate dioxygenase Pseudomonas putida U103 1976 [237] [224] 

S-aryl), concomitant sulfoxidation can be observed and the diastereoselectivity relative to the cis-diol depends on the nature of the sulfur substituents [239]. 

Dioxygenases that are exploited at present do not provide general access to antipodal cis-diols and a combined chemoenzymatic strategy is required. While oxidation of bromobenzene (and other mono- and dihalogenated precursors) with TDO expressing cells gives the corresponding (—)-dihydrodiol in excellent 

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