Dioxygenase-catalysed dihydroxylation of arene cis-dihydrodiols and acetonide derivatives: a new approach to the synthesis of enantiopure tetraoxygenated bioproducts from arenes

Chem Commun (Camb). 2006 Dec 21:(47):4934-6. doi: 10.1039/b612191h. Epub 2006 Oct 5.

Abstract

cis-Dihydrodiols of anthracene and benz[a]anthracene, and acetonide derivatives of the cis-dihydrodiols of benzene, fluorobenzene, biphenyl and phenanthrene have been identified as substrates for dioxygenase enzymes, yielding the corresponding enantiopure arene bioproducts, bis(cis-dihydrodiol)s and cis-diol acetonides respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry
  • Catalysis
  • Crystallography, X-Ray
  • Dioxygenases / chemistry*
  • Hydroxylation
  • Models, Molecular
  • Molecular Conformation
  • Naphthols / chemistry*
  • Polycyclic Aromatic Hydrocarbons / chemical synthesis*
  • Polycyclic Aromatic Hydrocarbons / chemistry
  • Stereoisomerism

Substances

  • Benzene Derivatives
  • Naphthols
  • Polycyclic Aromatic Hydrocarbons
  • Dioxygenases