• Title of article

    Oxidative rearrangement of 2-alkoxy-3,4-dihydro-2H-pyrans: stereocontrolled synthesis of 4,5-cis-disubstituted tetrahydrofuranones including whisky and cognac lactones and crobarbatic acid

  • Author/Authors

    Alan Armstrong، نويسنده , , Cassim Ashraff، نويسنده , , Hunsuk Chung، نويسنده , , Lorraine Murtagh، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2009
  • Pages
    15
  • From page
    4490
  • To page
    4504
  • Abstract
    Oxidation of 2-alkoxy-3,4-dihydro-2H-pyrans 3 with dimethyldioxirane or MTO/urea–H2O2 followed by Jones oxidation leads to rearrangement and stereocontrolled formation of 4,5-cis-disubstituted tetrahydrofuranones. The method is applied to the synthesis of the whisky lactone 9, cognac lactone 10 and crobarbatic acid 17.
  • Journal title
    Tetrahedron
  • Serial Year
    2009
  • Journal title
    Tetrahedron
  • Record number

    1095472