Synthesis of Mannich bases from electrochemically generated iminium salts in the presence of silyl enol ethers

Autor:	Roger N. Renaud, Denis Bérubé, Campbell J. Stephens
Rok vydání:	1983
Předmět:	chemistry.chemical_classification Silylation Tertiary amine Organic Chemistry Salt (chemistry) Iminium General Chemistry Silyl enol ether Electrochemistry Enol Catalysis chemistry.chemical_compound chemistry Nucleophile Organic chemistry
Zdroj:	Canadian Journal of Chemistry. 61:1379-1382
ISSN:	1480-3291 0008-4042
DOI:	10.1139/v83-241
Popis:	The formation of Mannich bases from the reaction of silyl enol ethers with N-methyl-N-mesitylmethyleniminium salt, generated by the electrochemical oxidation of N,N-dimethylmesidine, was studied. Important factors influencing the reaction are: (a) the silyl enol ether must be nucleophilic enough to react with the iminium salt and, at the same time, must be more difficult to oxidize than the tertiary amine, (b) the product of the reaction must not be oxidized at the operating potential. Examples are presented in this paper illustrating the successes and limitations of this reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3826310454f114653ffe61062709bd9b https://doi.org/10.1139/v83-241 Zobrazit plný text záznamu