Abstract
The reduction of carbonyl compounds carried out with ethoxyhydrogenosilanes and alkali metal fluorides as catalyst and without solvent is highly selective. The reactivity order is aldehyde > ketone > ester. The reduction of aldehydes is possible in the presence of ketones, and of ketones in the presence of esters. The keto-group in a keto-ester can be selectively reduced. The high selectivity of this system is due to three factors: hydrogenosilane reactivity (EtO) 2SiMeH<(EtO) 3SiH), nature of the salt (KF<CsF) and temperature. Chlorides, amides, anhydrides and ethylenic, bromo, nitro groups are not reduced. This enables the selective reduction of the carbonyl group in bifunction compounds.
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