- Enantioselective aziridination of alkenes with N-aminophthalimide in the presence of lead tetraacetate-mediated chiral ligand.
Enantioselective aziridination of alkenes with N-aminophthalimide in the presence of lead tetraacetate-mediated chiral ligand.
Organic letters (2002-04-02)
Kung-Shou Yang, Kwunmin Chen
PMID11922794
ABSTRACT
[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.
MATERIALS