Tetrahedron letters

Efficient synthesis of 3-methylene-2-pyrrolidinone and highly exoselective Diels-Alder addition to cyclopentadiene

F Fotiadu, O Pardigon, G Buono, M Le Corre…

文献索引：Fotiadu, Frederic; Pardigon, Olivier; Buono, Gerard; Le Corre, Maurice; Hercouet, Alain Tetrahedron Letters, 1999 , vol. 40, # 5 p. 867 - 870

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被引用次数: 7

摘要

A new efficient synthesis of 3-methylene 2-pyrrolidinone 1 ylide-lactame 6 is reported. Diels- Alder cycloadditions of 1 to cyclopentadiene exhibited very high exoselectivities, regardless of the experimental conditions. These results confirm the generality of exoselectivity for conformationally restricted s-cis dienophiles and indicate that the dienophile functionality and dipole moment have little influence on its magnitude.