Generation and Diels–Alder reactions of 3-acyl-3-pyrroline-2,5-diones
Abstract
A series of 3-acyl-3-pyrroline-2,5-diones (13)–(17) have been generated in solution by oxidative elimination from the corresponding 3-acyl-3-phenylselenopyrrolidine-2,5-diones (8)–(12), and trapped by the conjugated dienes, trans,trans-hexa-2,4-diene and cyclopentadiene, to give modest to good yields of the Diels–Alder adducts (18)–(27). The imido ring dominated the endo–exo selectivity.