γ-Methylene derivatives of α,β-unsaturated ketones are obtained readily by a one-pot procedure exploiting the reaction of O-silylated dienolates with commercially available formaldehyde N, N-dimethyliminium chloride in anhydrous N, N-dimethylformamide, in situ oxidation of the Mannich reaction product with hydrogen peroxide, and elimination of N,N-dimethylhydroxylamine from the resultant N-oxide.
gamma-Methylenation of alpha,beta-unsaturated ketones / R., Caputo; C., Ferreri; D., Mastroianni; Palumbo, Giovanni. - In: SYNTHETIC COMMUNICATIONS. - ISSN 0039-7911. - STAMPA. - 22:16(1992), pp. 2305-2312. [10.1080/00397919208019085]
gamma-Methylenation of alpha,beta-unsaturated ketones
PALUMBO, GIOVANNI
1992
Abstract
γ-Methylene derivatives of α,β-unsaturated ketones are obtained readily by a one-pot procedure exploiting the reaction of O-silylated dienolates with commercially available formaldehyde N, N-dimethyliminium chloride in anhydrous N, N-dimethylformamide, in situ oxidation of the Mannich reaction product with hydrogen peroxide, and elimination of N,N-dimethylhydroxylamine from the resultant N-oxide.File in questo prodotto:
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