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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]
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.
The Riley Oxidation is amenable to a variety of carbonyl and olefinic systems with a high degree of regiocontrol based on the substitution pattern of the given system. Ketones with two available α-methylene positions react more quickly at the least hindered position.: [1] Allylic oxidation can be predicted by the substitution pattern on the ...
Babler-Dauben oxidation of cyclic tertiary allylic alcohols. The reaction produces the desired enone product to high yield (typically >75%), is operationally simple and does not require air-free techniques or heating. [1] It suffers, however, from the very high toxicity and environmental hazard posed by the hexavalent chromium PCC oxidising ...
The sulfoxide 1 reagent can be generated easily and enantioselectively from the corresponding sulfide by an oxidation reaction. [4] In this reaction various organic groups can be used, R 1 = alkyl, allyl and R 2 = alkyl, aryl or benzyl
The Wharton olefin synthesis or the Wharton reaction is a chemical reaction that involves the reduction of α,β-epoxy ketones using hydrazine to give allylic alcohols. [1] [2] [3] This reaction, introduced in 1961 by P. S. Wharton, is an extension of the Wolff–Kishner reduction.
A site adjacent to the unsaturated carbon atom is called the allylic position or allylic site. A group attached at this site is sometimes described as allylic. Thus, CH 2 =CHCH 2 OH "has an allylic hydroxyl group". Allylic C−H bonds are about 15% weaker than the C−H bonds in ordinary sp 3 carbon centers and are thus more reactive.
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 generally as; 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.