Reactions of Vinylcyclopropane and Bicyclopropyl Compounds With Maleic Anhydride

نویسندگان

  • C. K. Jankowski
  • A. Pelletier
  • Eduardo Díaz
  • Jacqueline M. R. Belanger
  • J. R. J. Paré
  • C. Lamouroux
  • J. Boivin
چکیده

Vinylcyclopropane and bicyclopropyl C6 compounds are studied as diene precursors in the Diels-Alder reaction. Their rearrangement under different thermal and microwave conditions leads to specific isomeric hexa-, pentaor butadienes, condensed with maleic anhydride as a dienophile. Adduct stereochemistries were compared to those of previously-synthesized model compounds, and are fully characterized with 2D NMR and GC-MS spectroscopies. Some unsaturated terpenes bearing vinylcyclopropane moieties were also condensed, and their adduct structures assigned.

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تاریخ انتشار 2010