Convenient asymmetric (salen)Mn(III)-catalyzed epoxidation of unfunctionalized alkenes with hydrogen peroxide using carboxylate salt cocatalysts
✍ Scribed by Pekka Pietikäinen
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 511 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
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 studied all giving good yields of epoxides with moderate to excellent enantioselectivity. For example, 1,l-diphenyl-l-propene was converted into the corresponding epoxide of 96 % ee in 84 % yield. Generally, this epoxidation method gave better results than a previously described system using nitrogen heteroeycles as cocatalysts.
📜 SIMILAR VOLUMES
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, t
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