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
Full Text: HTML
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.
Related Articles:
Chemoenzymatic enantiodivergent synthesis of 1, 2-dideoxy-2-amino-1-fluoro-allo-inositol
[Oppong, Kofi A.; Hudlicky, Tomas; Yan, Fengyang; York, Chentao; Nguyen, Ba V. Tetrahedron, 1999 , vol. 55, # 10 p. 2875 - 2880]
[Arthurs, Claire L.; Raftery, James; Whitby, Helen L.; Whitehead, Roger C.; Wind, Natasha S.; Stratford, Ian J. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 21 p. 5974 - 5977]
A practical multigram-scale synthesis of allo-inositol
[Desjardins, Michel; Brammer Jr., Larry E.; Hudlicky, Tomas Carbohydrate Research, 1997 , vol. 304, # 1 p. 39 - 42]
A practical multigram-scale synthesis of allo-inositol
[Desjardins, Michel; Brammer Jr., Larry E.; Hudlicky, Tomas Carbohydrate Research, 1997 , vol. 304, # 1 p. 39 - 42]
[Hudlicky, Tomas; Claeboe, Christopher D.; Brammer Jr., Larry E.; Koroniak, Lukasz; Butora, Gabor; Ghiviriga, Ion Journal of Organic Chemistry, 1999 , vol. 64, # 13 p. 4909 - 4913]