Tetrahedron

Toluene dioxygenase-mediated oxidation of dibromobenzenes. Absolute stereochemistry of new metabolites and synthesis of (−)-conduritol E

KJ Finn, J Collins, T Hudlicky

Index: Finn, Kevin J.; Collins, Jonathan; Hudlicky, Tomas Tetrahedron, 2006 , vol. 62, # 31 p. 7471 - 7476

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Citation Number: 12

Abstract

Dibromobenzenes (o-, m-, and p-isomers) were converted to the corresponding cis- cyclohexadiene diols by whole-cell fermentation with Escherichia coli JM 109 (pDTG601A), an organism over-expressing the enzyme toluene dioxygenase (TDO). Absolute stereochemistry of new metabolites was determined, and (−)-conduritol was synthesized.

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