A high-yield synthesis of 3-carboethoxy-4-trifluoromethylfuran and some Diels-Alder reactions of this furoate with acetylenic dienophiles

Article abstract of DOI:10.1016/0022-1139(94)03098-K

The reaction of furan with ethyl 4,4,4-trifluorobut-2-ynoate (1) (1.2:1 molar ratio) in vacuo at 40 deg C gives the 1:1 adduct oxanorbornadiene (3) (70percent) and the 2:1 adduct (5) as the endo, exo (5a) (16percent) and exo, exo (5b) (10percent) isomers;