221114-35-8Relevant articles and documents
Efficient synthesis of 3-methylene-2-pyrrolidinone and highly exoselective diels-alder addition to cyclopentadiene
Fotiadu, Frederic,Pardigon, Olivier,Buono, Gerard,Le Corre, Maurice,Hercouet, Alain
, p. 867 - 870 (2007/10/03)
A new efficient synthesis of 3-methylene 2-pyrrolidinone 1 involving ylide-lactame 6 is reported. Diels-Alder cycloadditions of 1 to cyclopentadiene exhibited very high exoselectvities, 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.