Asymmetric epoxidation of unfunctionalized alkenes is reported using chiral (salen)Mn(III) complexes 1-$ together with a carboxylate salt cocatalyst in the presence of either aqueous H202 or anhydrous urea-H202 adduct as oxidant. Several simple soluble salts (acetates, formates, benzoates) were stud
Catalytic and asymmetric epoxidation of unfunctionalized alkenes with hydrogen peroxide and (Salen)Mn(III) complexes
✍ Scribed by Pekka Pietikäinen
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 311 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Catalytic epoxidation of two unfunctionalized alkenes, 1,2_dihydronaphthalene and tranx-e-methylstyrene, is reported using achiral and chirol (Salen)Mn(III) complexes l-3 together with a nitrogen heterocycle as axial ligand in the presence of 30 %I aqueous hydrogen peroxide as oxidant. Typically, the reaction system consisted of the substrate, oxidant, ligand, and salen in a ratio of 1: 2-3.5: 0.4: 0.025-0.05. The best ligands were imidazole and N-methyl imidazole. The highest ee-values obtained were 60 7% for 1,2-dihydronaphthalene oxide and 47 'Ib for truns-P-methylstyrene oxide.
📜 SIMILAR VOLUMES
Asymmetric Mn(III)-salen catalyzed epoxidation of simple cis-disubstituted and trisubstituted alkenes in mild conditions was performed using tetrabutylammonium monopersulfate (Bu4NHSO5) as the oxidant together with N-methylmorpholine N-oxide as an additive. Particularly high yields of epoxides (up t