• Title of article

    Synthesis of Enantiopure Prolines via exo-Stereoselective 1,3-Dipolar ­Cycloadditions to Acetone-Derived Chiral Stabilised Azomethine Ylides

  • Author/Authors

    Draffin، William N. نويسنده , , Harwood، Laurence M. نويسنده ,

  • Pages
    -856
  • From page
    857
  • To page
    0
  • Abstract
    The chiral stabilised azomethine ylide formed from condensation of the dimethyl acetal of acetone with (5S)-5-phenylmorpholinone undergoes stereoselective exocycloaddition reactions with a range of doubly and singly activated dipolarophiles when generated in the presence of excess MgBr2·OEt2. The cycloadducts can be degraded to yield enantiomerically pure proline derivatives.
  • Keywords
    Lewis acid , stereoselective cycloaddition , 5,5-disubstituted prolines , ketone-derived azomethine ylide
  • Journal title
    Astroparticle Physics
  • Record number

    111107