• Title of article

    Stereoselective synthesis of methyl (Z)-α-methoxyacrylates via two-carbon homologation of aldehydes

  • Author/Authors

    Baati، نويسنده , , Rachid and Mioskowski، نويسنده , , Charles and Kashinath، نويسنده , , Dhurke and Kodepelly، نويسنده , , Sanjeevarao and Lu، نويسنده , , Biao and Falck، نويسنده , , J.R.، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2009
  • Pages
    4
  • From page
    402
  • To page
    405
  • Abstract
    Methyl (Z)-α-methoxyacrylates are generated in good yields by a mild, stereospecific two-carbon homologation of a wide variety of aldehydes utilizing commercial methyl 2,2-dichloro-2-methoxyacetate and CrCl2 under Barbier conditions at room temperature. A rational mechanism based upon a Reformatsky-type addition pathway or an in situ generated (E)-trioxo-chromium vinylidene carbenoid is proposed.
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2009
  • Journal title
    Tetrahedron Letters
  • Record number

    1862375