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  2. Riley oxidation - Wikipedia

    en.wikipedia.org/wiki/Riley_oxidation

    Following rearrangement and loss of water, a second equivalent of water attacks the alpha position. Red amorphous selenium is liberated in the final step to give the 1,2-dicarbonyl product. [8] [9]: 4331 Allylic oxidation using selenium-dioxide proceeds via an ene reaction at the electrophilic selenium center.

  3. Selenium dioxide - Wikipedia

    en.wikipedia.org/wiki/Selenium_dioxide

    The selenium starting material is reduced to selenium, and precipitates as a red amorphous solid which can easily be filtered off. [10] This type of reaction is called a Riley oxidation. It is also renowned as a reagent for allylic oxidation, [11] a reaction that entails the following conversion Allylic oxidation. This can be described more ...

  4. Organoselenium chemistry - Wikipedia

    en.wikipedia.org/wiki/Organoselenium_chemistry

    A number of other reagents bring about this reaction. Scheme 1. Selenium dioxide oxidation. In terms of reaction mechanism, SeO 2 and the allylic substrate react via pericyclic process beginning with an ene reaction that activates the C−H bond. The second step is a [2,3] sigmatropic reaction.

  5. Allyl alcohol - Wikipedia

    en.wikipedia.org/wiki/Allyl_alcohol

    Allyl alcohols in general are prepared by allylic oxidation of allyl compounds, using selenium dioxide or organic peroxides. Other methods include carbon-carbon bond-forming reactions such as the Prins reaction, the Morita-Baylis-Hillman reaction, or a variant of the Ramberg-Bäcklund reaction. Hydrogenation of enones is another route.

  6. Allyl group - Wikipedia

    en.wikipedia.org/wiki/Allyl_group

    The conversion of valencene to nootkatone is an example of allylic oxidation. In the synthesis of some fine chemicals, selenium dioxide is used to convert alkenes to allylic alcohols: [15] R 2 C=CR'-CHR" 2 + [O] → R 2 C=CR'-C(OH)R" 2. where R, R', R" may be alkyl or aryl substituents.

  7. Selenium compounds - Wikipedia

    en.wikipedia.org/wiki/Selenium_compounds

    Selenium forms two oxides: selenium dioxide (SeO 2) and selenium trioxide (SeO 3). Selenium dioxide is formed by the reaction of elemental selenium with oxygen: [5] + It is a polymeric solid that forms monomeric SeO 2 molecules in the gas phase. It dissolves in water to form selenous acid, H 2 SeO 3.

  8. Alcohol oxidation - Wikipedia

    en.wikipedia.org/wiki/Alcohol_oxidation

    Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.

  9. Kharasch–Sosnovsky reaction - Wikipedia

    en.wikipedia.org/wiki/Kharasch–Sosnovsky_reaction

    The Kharasch–Sosnovsky reaction is a method that involves using a copper or cobalt salt as a catalyst to oxidize olefins at the allylic position, subsequently condensing a peroxy ester (e.g. tert-Butyl peroxybenzoate) or a peroxide resulting in the formation of allylic benzoates or alcohols via radical oxidation. [1]