• Title of article

    Reductive lithiation of 1,3-dimethyl-2-arylimidazolidines

  • Author/Authors

    Ugo Azzena، نويسنده , , Domenica Giovanna Dettori، نويسنده , , Luisa Pisano، نويسنده , , Immacolata Siotto، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2005
  • Pages
    6
  • From page
    3177
  • To page
    3182
  • Abstract
    Naphthalene catalyzed lithiation of 1,3-dimethyl-2-phenylimidazolidine led to cleavage of the benzylic carbon–nitrogen bond, with formation of an intermediate dianion. Under similar conditions, 1,3-dimethyl-2-(4-chlorophenyl)imidazolidine underwent regioselective cleavage of the aromatic carbon–chlorine bond, leading to a 4-formylphenyllithium equivalent, whilst 1,3-dimethyl-2-(4-methoxymethylphenyl)imidazolidine underwent regioselective cleavage of the benzylic carbon–oxygen bond, leading to a 4-formylbenzyllithium equivalent.
  • Keywords
    Reduction , aromatic aldehydes , lithiation , Protective groups
  • Journal title
    Tetrahedron
  • Serial Year
    2005
  • Journal title
    Tetrahedron
  • Record number

    1088542