Nucleophilic α-Arylation and α-Alkylation of Ketones by Polarity Inversion of N-Alkoxyenamines: Entry to the Umpolung Reaction at the α-Carbon Position of Carbonyl Compounds
作者:Tetsuya Miyoshi、Takayuki Miyakawa、Masafumi Ueda、Okiko Miyata
DOI:10.1002/anie.201004374
日期:2011.1.24
N‐alkoxyenamines from ketones has led to an efficient umpolung reaction. The alkylation of N‐alkoxyenamines with trialkylaluminum compounds proceeded smoothly and gave α‐alkylated ketones (see scheme). This reaction offers a simple transformation of ketones into α‐substituted ketones without the need to isolate enamines and intermediary imines.
烯胺化学的一个新方面:由酮形成N烷氧基烯胺导致了有效的umpolung反应。的烷基化Ñ -alkoxyenamines与三烷基铝化合物顺利进行,给α -烷基化的酮(参见方案)。该反应无需分离烯胺和中间体亚胺,即可将酮简单地转化为α-取代的酮。