Search results
Results from the WOW.Com Content Network
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]
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 ...
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.
The Tsuji–Trost reaction (also called the Trost allylic alkylation or allylic alkylation) is a palladium-catalysed substitution reaction involving a substrate that contains a leaving group in an allylic position. The palladium catalyst first coordinates with the allyl group and then undergoes oxidative addition, forming the π-allyl complex.
Baeyer's reagent: is an alkaline solution of potassium permanganate; used in organic chemistry as a qualitative test for the presence of unsaturation, such as double bonds; N-Bromosuccinimide: used in radical substitution and electrophilic addition reactions in organic chemistry. Also acts as a mild oxidizer to oxidize benzylic or allylic alcohols.
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 ...
Carbonyl allylation has been employed in the synthesis of polyketide natural products and other oxygenated molecules with a contiguous array of stereocenters. For example, allylstannanation of a threose-derived aldehyde affords the macrolide antascomicin B, which structurally resembles FK506 and rapamycin, and is a potent binder of FKBP12. [12]
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.