ChemInform Abstract: Lanthanides as Lewis-Acid Catalysts in Aldol Addition, Cyanohydrin-Forming, and Oxirane Ring Opening Reactions.
Abstract
The aldehydes or ketones (I) react with trimethylsilyl cyanide (II) or the ketene silyl acetal (V) in the presence of lanthanide trichlorides, producing mixtures of the α-hydroxy nitriles (III) and the α-siloxy derivatives (IV) or of the β-hydroxy/β-siloxy esters (VI) and (VII).
ChemInform Abstract
The aldehydes or ketones (I) react with trimethylsilyl cyanide (II) or the ketene silyl acetal (V) in the presence of lanthanide trichlorides, producing mixtures of the α-hydroxy nitriles (III) and the α-siloxy derivatives (IV) or of the β-hydroxy/β-siloxy esters (VI) and (VII). The yields and ratios strongly depend on the reaction conditions. Propylene oxide (VIII) and (II) form the siloxypropionitrile (IX) under analogous conditions.