Issue 0, 1984

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 endoexo selectivity.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1984, 901-904

Generation and Diels–Alder reactions of 3-acyl-3-pyrroline-2,5-diones

M. L. Durrant and E. J. Thomas, J. Chem. Soc., Perkin Trans. 1, 1984, 901 DOI: 10.1039/P19840000901

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