132932-83-3Relevant academic research and scientific papers
Catalytic asymmetric epoxidation of unfunctionalized olefins using chiral (salen)manganese(III) complexes
Irie,Noda,Ito,Matsumoto,Katsuki
, p. 481 - 494 (2007/10/02)
Several kinds of chiral (salen)manganese(III) complexes (2 and 3) having chiral salicylaldehyde and chiral ethylenediamine moieties were prepared and used for catalytic asymmetric epoxidation of unfunctionalized olefins with iodosobenzene as a terminal oxidant. Catalysts 2 and 3 were found to show the characteristic substrate specificity for the enantiofacial selection of olefins, respectively. Furthermore, the addition of donor ligands such as pyridine N-oxide or 2-methylimidazole to the epoxidation reaction system was found to alter the enantioselectivity. As a result, the highest enantioselectivity for nonenzaymatic catalytic epoxidation was achieved for (E)-1-phenylpropene (56% ee, with 2c in the presence of 2-methylimidazole), (E)-stilbene (48% ee, with 3a), and dihydronaphthalene (83% ee, with 3a in the presence of pyridine N-oxide)
CATALYTIC ASYMMETRIC EPOXIDATION OF UNFUNCTIONALIZED OLEFINS
Irie, Ryo,Noda, Keiko,Ito, Yoshio,Matsumoto, Naohide,Katsuki, Tsutomu
, p. 7345 - 7348 (2007/10/02)
Manganese complex of the optically active salen ligand -(1R,2R)-1,2-diphenylethylenediaminato> was found to be an effective catalyst for the enantioselective epoxidation of unfunctionalized olefins.The highest enantioselectivity of 50 percent ee was realized for (E)-1-phenyl-1-propene.
