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Aryl imines formed from aldehydes and amines undergo smoothly in situ nucleophilic addition with trimethylsilyl cyanide (TMSCN) in the presence of catalytic amount of hydrated rhodium(III) iodide to afford the corresponding α-aminonitriles in excellent yield. The low catalytic loading (2mol%), mild experimental conditions, and short reaction time (mostly within 13min) represent the key features of...
Trimethylsilyl cyanide asymmetrically adds to various ketones by catalysis of 1/triphenylphosphine oxide. This is a double activation where 1 acts as Lewis acid and Ph 3 PO Lewis base. Various ketones were subjected to the enantioselective addition so as to give up to 92% ee and >90% yield.
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