Jf. Peyronel et al., 1,3-CYCLOADDITION OF CHIRAL AZOMETHINE YLIDES GENERATED FROM 2-(TERT-BUTYL)-3-METHYLIMIDAZOLIDIN-4-ONE, Tetrahedron, 50(1), 1994, pp. 189-198
Chiral azomethine ylides, easily generated from 2-(tert-butyl)-3-methy
l-imidazolidin-4-one and aldehydes, undergo 1,3-dipolar cycloadditions
to activated alkenes. These reactions proceed with complete facial st
ereoselection. In the case of benzaldehyde and hexanal, the configurat
ions of the 1,3-dipoles are also controlled and these ylides display h
igh diastereoselectivity in their reactions with N-phenylmaleimide.