acetylenedicarboxylate is reacted with ketene alkyl trimethylsilyl acetals in the presence of a catalytic amount of zirconiumtetrachloride, dimethyl 2-alkoxycarbonyl-3-alkylidenebutanedioates are afforded. Although the silyl enol ether from acetophenone undergoes the same type of reaction, other trisubstituted silyl enol ethers such as those from butyrophenone and 3-pentanone fail to react with dimethyl
Addition Reactions of Polyhalides to Ketene Silyl Acetals and Silyl Enol Ethers under Thermal or Photo-Irradiated Conditions without a Promoter
作者:Michiharu Mitani、Hideo Sakata、Hisayuki Tabei
DOI:10.1246/bcsj.75.1807
日期:2002.8
The reactions of ketene silyl acetals and silylenolethers in a CCl4 solution containing no promoter under ambient temperature, reflux, or photo-irradiation conditions afforded products via the addition of a trichloromethyl group to those silyl substrates. Polyhalides other than CCl4 were subjected to photoreactions in a hexane solution, resulting in the formation of carbonyl derivatives based on