Oxidation of aliphatic alcohols with the lead tetraacetate - Metal halide system under mechanical activation
The mechanochemical oxidation of n-pentanol, n-hexanol, and n-octanol with the Pb(OAc)4 - MHal system (M = Li, K; Hal = Cl, Br) in the absence of a solvent affords esters, and secondary alcohols with the composition C8H17OH and C9H19OH give ketones.
New ketone homoenolate anion equivalents derived from (alkenyl)pentamethyl phosphoric triamides
Lithiated ambident anions derived from (1-alkyl-2-propenyl)- or (1-phenyl-2-propenyl)-pentamethyl phosphoric triamides undergo regioselectively γ-reaction with various alkylating reagents and isobutyraldehyde. Further hydrolysis of adducts releases the ketone under acid conditions. Number of synthetic applications clearly show the ketone homoenolate behaviour of these new carbanions.
Grison, Claude,Thomas, Antoine,Coutrot, Frédéric,Coutrot, Philippe
p. 2101 - 2123
(2007/10/03)
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