Synthesis of Mannich bases from electrochemically generated iminium salts in the presence of silyl enol ethers
作者:Roger N. Renaud、Denis Bérubé、Campbell J. Stephens
DOI:10.1139/v83-241
日期:1983.7.1
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
研究了由甲硅烷基烯醇醚与通过电化学氧化 N,N-二甲基亚甲基亚胺盐的 N-甲基-N-甲基亚甲基亚胺盐反应生成曼尼希碱的过程。影响反应的重要因素是:(a) 甲硅烷基烯醇醚必须具有足够的亲核性以与亚胺盐反应,同时必须比叔胺更难氧化,(b) 反应产物不得在工作电位下氧化。本文中提供的例子说明了该反应的成功和局限性。