Enantioselective aziridination of alkenes with N-aminophthalimide in the presence of lead tetraacetate-mediated chiral ligand.
[reaction: see text] Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0 degrees C within 15 min. The absolute stereochemistry of the corresponding aziridine derivatives was established by chemical correlations.
Yang
Kung-Shou
KS
Department of Chemistry, National Taiwan Normal University, 88 Sec. 4, TingChow Road, Taipei, Taiwan 116, ROC.
Chen
Kwunmin
K