Abstract

Not N-adduct but O-adduct is formed in the Lewis acid catalyzed nucleophilic addition of silyl enol ethers 2 to the NO bond of nitrosobenzene (1). Various Lewis acids (e.g. alkylsilyl triflates) efficiently catalyze the formation of the aminooxy ketone (O-adduct 3) rather than of the hydroxyamino ketone (N-adduct 4), which is the product of the uncatalyzed reaction.

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