Onodera oxidation

Albright-Onodera Oxidation (Phosphorous Pentoxide-Mediated Moffatt Oxidation)... 

The Albright-Onodera oxidation is seldom used in organic synthesis and, therefore, no extensive experimental database is available that would provide information on its scope and limitations. Nonetheless, it must be mentioned that this oxidation tends to be used as a last resort when more common oxidation protocols fail, and in such cases, very often, it proves to be superior than other common oxidants. The Albright-Onodera oxidation is very conveniently carried out at room temperature using very cheap reagents, and resulting in water soluble side compounds that greatly simplify the work-up. 

General Procedure of Albright-Onodera Oxidation Using Taber Modification... 

Treatment of the starting alcohol under Swern conditions gave chlorinated products, while chromic acid gave a low yield, and PCC led to a complex separation of the product from chromium-containing residues. An excellent yield of the desired ketone was obtained by using the Taber modification of the Albright-Onodera oxidation. 

Functional Group and Protecting Group Sensitivity to Albright-Onodera Oxidation... 

It is known that acetals,78 (3-lactams,79 TBS ethers76 and alkenes75 resist the action of the Albright-Onodera oxidation. 

Other oxidation reactions using DMSO as an oxidant include the Pfitzner-Moffatt Oxidation (DMSO/dicyclohexylcarbodiimide), Swem oxidation (DMSO/oxalyl chloride or trifluoroacetic anhydride), Onodera oxidation (DMSO/phosphorus pentoxide), Parikh-Doering Oxidation (DMSO/pyridine-sulfur trioxide), Corey-Kim Oxidation (dimethyl sulfide/Ai-chlorosuccinimide), and Liu oxidation (DMSO/phenyl dichlorophosphate). 

Onodera et al, 2003 Rauca et al, 2004), suggest that vitamin E in the brain is consumed to prevent oxidative damage. Vitamin E also prevented metasystox (OP insec-ticide)-induced changes in hpase activity and lipid peroxidation in the brain and spinal cord of rats (Tayyaba and Hasan, 1985). 

Onodera, K., Omoi, N.O., Fukui, K., Hayasaka, T., Shinkai, T., Suzuki, S., Ahe, K., Urano, S. (2003). Oxidative damage of rat cerebral cortex and hippocampus, and changes in antioxidative defense systems caused hy hyperoxia. Free Radio. Res. 37 367-72. 

Onodera, K., Hirano, S., Kashimura, N. Oxidation of carbohydrates with dimethyl sulfoxide containing phosphorus pentaoxide. J. Am. 

Onodera et al. developed a reagent for the oxidation of alcohols that used DMSO and phosphorus pentoxide. It is very efficient for the oxidation secondary alcohols, particularly those found in carbohydrates. " The alcohol moiety in 69, for example, was converted to ketone 70 in 65% yield. " The... 

Benzene derivatives as such do not absorb much light in the solar UV region however, in the presence of oxygen some of them form complexes (Chien, 1965 Khalil and Kasha, 1978 Onodera et al., 1980 Pasternak and Morduchowitz, 1983) that are susceptible to photolysis. It appears that the absorption spectra of the complexes tail into the solar UV region (Chien, 1965) and that the quantum yield for reaction is rather high. Products of the reactions include long-chain conjugated dialdehydes from benzene itself (Wei et al., 1967) and alcohols and aldehydes from side-chain oxidation of alkyl-substituted benzenes (Pasternak and Morduchowitz,... 

J. Yang, L. Wu, S. Tashino, S. Onodera, and T. Ikejima, Reactive oxygen species and nitric oxide regulate mitochondria -dependent apoptosis and autophagy in evodiamine-treated human eervix carcinoma HeLa cells. Free Radic. Res., 42 (2008) 492-504. 

Onodera, S. et al.. Chemical changes of organic compounds in chlorinated water IV. Gas chromatography and mass spectrometric identification and determination of some chlorinated and oxidation-reuptured compounds formed during the reactions of napthols and aqueous hypochlorite, Eisei Kagaku, 28,146, 1982. 

Daimon H, Onodera T, Nakagawa T, Nitani H, Yayamoto TA (2010) Methanol oxidation activity of nanosized PtRu catalysts and their microstructures. J Nanoelectron Optoelectron 5 1-5... 

Suzuki S, Onodera T, Kawaji J, Mizukami T, Takamori Y, Daimon H, Morishima M (2011) Optimum surface composition of platinum-ruthenium nanoparticles and sputter-deposited films for methanol oxidation reaction. Electrochem 79 602-608... 

Onodera T, Suzuki S, Takamori Y, Daimon H (2010) Improved methanol oxidation activity and stability of well-mixed PtRu catalysts synthesized by electroless plating method with addition of chelate ligands. Appl Catal A Gen 379 69-76... 

Yang, J., Wu, L.J., Tashiro, S., Onodera, S., and Ikejima, T. (2008)b. Nitric oxide activated by p38 and nf-kappab facilitates apoptosis and cell cycle arrest under oxidative stress in evodiamine-treated human melanoma a375-s2 cells. Free Radic. Res. 42, 1-11. 

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