Enolates Cannizzaro reaction

In the general context of donor/acceptor formulation, the carbonyl derivatives (especially ketones) are utilized as electron acceptors in a wide variety of reactions such as additions with Grignard reagents, alkyl metals, enolates (aldol condensation), hydroxide (Cannizzaro reaction), alkoxides (Meerwein-Pondorff-Verley reduction), thiolates, phenolates, etc. reduction to alcohols with lithium aluminum hydride, sodium borohydride, trialkyltin hydrides, etc. and cyloadditions with electron-rich olefins (Paterno-Buchi reaction), acetylenes, and dienes.46... 

The effects of micellization on reactivity have been investigated for a wide variety of ionic organic reactions other than those discussed previously in Sections IV and V, e.g. the Cannizzaro reaction, racemiza-tion, acid catalyzed enolization, base catalyzed hydrolysis of a,]8-un-saturated ketones, and coupling of quinonediimines with phenols. In the case of the Cannizzaro reaction of benzaldehyde (equation 43), the cationic surfactants eicosanyltrimethylammonium bromide and octa-decyltrimethylammonium bromide increased and the anionic surfactant... 

The aldol condensation is a very attractive route to a,p-unsaturated carbonyl compounds. The application of this reaction is nevertheless rather limited, since numerous side reactions usually occur amongst these are self-condensation of the ketone, Michael-type addition to the newly formed product, or Cannizzaro reactions. As a consequence, poor yields are obtained in most cases [90]. In the enol ether condensation, described earlier, these side reactions are less troublesome. A disadvantage of the enol ether condensation compared to the aldol condensation is that strongly acidic conditions have to be used to cleave the intermediate in the enol ether synthesis. 

Alkah-catalysed keto-enolic equilibrium c and internal Cannizzaro-type reaction f, represented in Scheme 13.5, should be taken into account when interpreting the experimental data. 

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