P. Pietikainen, ASYMMETRIC EPOXIDATION OF UNFUNCTIONALIZED ALKENES WITH PERIODATES CATALYZED BY CHIRAL (SALEN)MN(III) COMPLEXES, Tetrahedron letters, 36(2), 1995, pp. 319-322
Sodium and tetra-n-butylammonium periodates were used as oxidants in t
he asymmetric epoxidation of unfunctionalized alkenes with chiral (sal
en)Mn(III) complexes 1-2 together with imidazole as donor ligand. Reac
tion system used consisted of the alkene, oxidant, donor ligand, and s
alen in ratios of 1: 2.5: 0.75: 0.06. Both cis- and trans-alkenes were
epoxidized with reasonable yield and enantioselectivity (up to 85% ee
for 2,2-dimethylchromene).