The complex [MnII(R,R-mcp)(CF3SO3)2] is a very efficient and practical catalyst for the epoxidation of a wide scope of olefins including terminal, tertiary, cis and trans internal, enones, and methacrylates using peracetic acid as the terminal oxidant.
A. Murphy, G. Dubois, T. D. P. Stack, J. Am. Chem. Soc., 2003, 125, 5250-5251.
An in situ generated catalyst system based on Mn(CF3SO3)2, picolinic acid, and peracetic acid converts a broad scope of olefins to epoxides at 0 °C in <5 min. The reaction offers remarkable oxidant efficiency.
R. A. Moretti, J. Du Bois, T. D. P. Stack, Org. Lett., 2016, 18, 2528-2531.
A manganese catalyst containing a tetradentate ligand derived from triazacyclononane exhibits high catalytic activity in epoxidation reactions using peracetic acid as oxidant. The system exhibits broad substrate scope and is remarkably selective toward aliphatic cis-olefins. Mechanistic studies point toward an electrophilic oxidant delivering the oxygen atom in a concerted step.
I. Garcia-Bosch, A. Company, X. Fontrodona, X. Ribas, M. Costas, Org. Lett., 2008, 10, 2095-2098.
A clean and efficient and metal-free diacetoxylation reaction of alkenes using commercially available peroxyacids as the oxidants is catalyzed by triflic acid. This method enables also oxidative lactonizations of unsaturated carboxylic acids in good to high yields.
Y.-B. Kang, L. H. Gade, J. Org. Chem., 2012, 77, 1610-1615.
A palladium-catalyzed diacetoxylation of alkenes in the presence of peracetic acid and acetic anhydride produces diacetates efficiently and diastereoselectively. Due to its mild conditions, this method is suitable for a broad range of substrates encompassing conjugated and nonconjugated olefins.
Efficient oxidative α-halogenation of 1,3-dicarbonyl compounds has been achieved by employing a system comprising of sub-stoichiometric amounts of TiX4 (X = Cl, Br) in the presence of environmentally benign hydrogen peroxide (H2O2) or peracetic acid (MeCO3H) as the oxidants. The end point of the reaction is accompanied by a sharp colour change.
R. Akula, M. J. Galligan, H. Ibrahim, Synthesis, 2011, 347-351.
A facile ruthenium-catalyzed methodology for the preparation of pentavalent iodine compounds uses peracetic acid as an oxidant. The new procedure allows the preparation of iodylarenes bearing strongly electron-withdrawing groups.
A. Y. Koposov, R. R. Karimov, A. A. Pronin, T. Skrupskaya, M. S. Yusubov, V. V. Zhdankin, J. Org. Chem., 2006, 71, 9912-9914.