Acetal-induced cleavage of carbon-carbon bond of MEM ethers of (E)-4-alkyl-1-trimethylsilyl-1-alken-4-ols providing ketones
作者:Yoshihiro Horiuchi、Masahiko Taniguchi、Koichiro Oshima、Kiitiro Utimoto
DOI:10.1016/0040-4039(94)80026-x
日期:1994.10
Treatment of methoxyethoxymethyl (MEM) ether of (E)-4-hexyl-1-trimethylsilyl-1-decen-4-ol with titanium(IV) chloride at −78°C afforded 7-tridecanone in 92% yield under cleavage of carbon-carbon bond. The new method was applied to the conversion of epoxides into ketones.
在-78°C下用氯化钛(IV)处理(E)-4-己基-1-三甲基甲硅烷基-1-癸烯-4-醇的甲氧基乙氧基甲基(MEM)醚,在92℃下以92%的收率得到7-癸烷酮-碳键。该新方法应用于环氧化物向酮的转化。