Add time:07/31/2019         Source:sciencedirect.com

The technically important α-methoxylation of aliphatic ethers and acetals to form mixed acetals respectively aldehydes or ortho-esters can be performed electrochemically at low potentials in methanol solution using an undivided cell and tris(2,4-dibromophenyl)amine as redox catalyst. The regioselectivity is usually considerably higher as compared with direct electrolysis in the absence of a catalyst. Especially valuable is the method for the regioselective methoxylation of secondary carbon atoms in presence of primary or tertiary ones and of the acetal carbon in 1,3-dioxolanes. The redox catalyst is stable under the reaction conditions so that more than thousand turnovers could be obtained.

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