• Title of article

    Synthesis and photoreactions of 3-oxa-tricyclo[5.2.2.01,5]undecenones: a novel, stereoselective route to oxa-triquinanes and oxa-sterpuranes

  • Author/Authors

    Vishwakarma Singh، نويسنده , , S.Q Alam، نويسنده , , G.D Praveena، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2002
  • Pages
    8
  • From page
    9729
  • To page
    9736
  • Abstract
    The synthesis of 11-methyl-3-oxa-tricyclo[5.2.2.01,5]undecenones and their photochemical reactions upon triplet (3T) and singlet (1S) excitation is described. Oxidation of hydroxymethylphenol gave a ketoepoxide by intramolecular cycloaddition. Manipulation of the oxirane ring furnished the chromophoric systems. Triplet excitation of these gave tetracyclic compounds containing an oxatriquinane framework. Singlet excitation furnished the tricyclic compound having an oxasterpurane ring system in a stereoselective fashion.
  • Keywords
    Diels–Alder reaction , Cycloaddition , photo-chemistry , oxa-polyquinanes
  • Journal title
    Tetrahedron
  • Serial Year
    2002
  • Journal title
    Tetrahedron
  • Record number

    1083684