• Title of article

    TiF4-mediated biomimetic alkylation–cyclization cascade reaction of 2-trimethylsilylmethyl-1,5-dienes with aldehydes

  • Author/Authors

    Anastasia ، نويسنده , , Luigi and Giannini، نويسنده , , Elios and Zanoni، نويسنده , , Giuseppe and Vidari، نويسنده , , Giovanni، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2005
  • Pages
    4
  • From page
    5803
  • To page
    5806
  • Abstract
    TiF4 has proven to be the Lewis acid of choice for promoting the biomimetic addition of 2-trimethylsilylmethyl-1,5-dienes to aliphatic aldehydes with concomitant cyclization. 1,3-cis-Disubstituted methylenecyclohexanes are thus produced in good yields and high diastereoselectivity. The reaction appears to proceed via a highly concerted mechanism involving a chair-like transition state.
  • Keywords
    cyclization , biomimetic reactions , TiF4 , Allylsilane , Aldehydes
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2005
  • Journal title
    Tetrahedron Letters
  • Record number

    1846493