Pseudomonas putida NCIMB 8859

• 英文名称: Pseudomonas putida NCIMB 8859

反应信息

• 作为试剂：
  描述：

  2-甲基-1,3-苯并二硫醇 在 Pseudomonas putida NCIMB 8859 、 氧气 作用下， 生成 (-)-(1S,2R)-2-methyl-1,3-benzodithiole-1-oxide 、 (+)-cis-2-methyl-1,3-benzodithiole 1-oxide
  参考文献：
  名称：

  Dioxygenase-catalysed sulfoxidation of bicyclic alkylaryl sulfides and chemoenzymatic synthesis of acyclic disulfoxides

  摘要：

  Toluene- and naphthalene-dioxygenase-catalysed oxidation of six bicyclic disulfide substrates, using whole cells of Pseudomonas putida, gave the corresponding monosulfoxides with high ee values and enantiocomplementarity, in most cases. Two alcohol-sulfoxide diastereoisomers, formed from the reaction of the (R)-1,3-benzodithiole-1-oxide metabolite with n-butyllithium and benzaldehyde, were separated and stereochemically assigned. Treatment, of enantiopure (1R,3R)-benzo-1,3-dithiole-1,3-dioxide, obtained by chemoenzymatic synthesis, with alkyllithium reagents, resulted in a novel ring-opening reaction which proceeded with inversion of configuration to yield a series of acyclic disulfoxides. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.107