Synthesis of some 2,5-substituted 7-oxabicyclo[2.2.1]heptanes: Stereochemistry of Diels-Alder adducts of a 3-alkylfuran

Article abstract of DOI:10.1055/s-1992-26279

From the Diels-Alder reaction of 3-benzylfuran with acrylonitrile were isolated three of the four possible isomeric adducts, 5(or 6)-benzyl-7-oxabicyclo[2.2.1]hept-5-ene-2-endo(or exo)-carbonitriles 6-8, with the 5-benzyl-2-endo-carbonitrile 7 predominati