• Title of article

    Total synthesis of the marine alkaloid halitulin

  • Author/Authors

    Markus R Heinrich، نويسنده , , Wolfgang Steglich، نويسنده , , Martin G. Banwell، نويسنده , , Yoel Kashman، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2003
  • Pages
    9
  • From page
    9239
  • To page
    9247
  • Abstract
    The structure of the strongly cytotoxic marine alkaloid halitulin () has been confirmed by total synthesis and its absolute configuration determined as (15S). The synthesis follows a strategy previously reported by one of us and uses an efficient preparation of the quinoline-7,8-diol unit by modified Baeyer–Villiger and Skraup reactions. The O-benzyl protecting groups were removed in the last step of the synthesis by transfer hydrogenolysis without concomitant reduction of the quinoline ring. The method can be applied for the synthesis of halitulin analogues.
  • Keywords
    natural product synthesis , 8-diols , Baeyer–Villiger oxidation , Suzuki reaction , marine metabolites , halitulin , quinoline-7
  • Journal title
    Tetrahedron
  • Serial Year
    2003
  • Journal title
    Tetrahedron
  • Record number

    1084473