Efficient catalytic methods for the Baeyer–Villiger oxidation and epoxidation with hydrogen peroxide

✍ Scribed by Albrecht Berkessel; Marc R.M Andreae

• Book ID: 104230218
• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 55 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)00141-1

✦ Synopsis

We have found that the Baeyer-Villiger oxidation of cyclohexanone with hydrogen peroxide in 1,1,1,3,3,3-hexafluoro-2propanol as solvent is catalyzed by Brønsted acids: in the presence of 1 mol% of p-TsOH, transformation to o-caprolactone occurs rapidly and under mild conditions. Epoxidation of 1-octene can be performed just as efficiently in the presence of 1 mol% of benzenearsonic acid. Since Brønsted acids do not effect epoxidation under these conditions, the formation of perarsonic acid appears to be the crucial feature of the latter catalyst.