Synthesis of β,γ-Unsaturated Ketones from Acid Chlorides through Carbon–Pentamethylcyclopentadienyl Bond Formation and Cleavage
作者:Minoru Uemura、Masayuki Iwasaki、Eiji Morita、Hideki Yorimitsu、Koichiro Oshima
DOI:10.1246/bcsj.80.2400
日期:2007.12.15
Reaction of acid chlorides with lithium pentamethylcyclopentadienide afforded the corresponding pentamethyl-cyclopentadienyl ketones in high yield. These ketones were treated with an allylaluminum reagent to form the corresponding 3-butenyl alcohols. Removal of pentamethylcyclopentadiene upon heating or treatment with a catalytic amount of trichloroacetic acid yielded the corresponding β,γ-unsaturated
酰
氯与
五甲基环戊二烯锂反应以高产率得到相应的五甲基-
环戊二烯基酮。这些酮用烯丙基铝试剂处理以形成相应的3-
丁烯醇。在加热或用催化量的
三氯乙酸处理后去除五
甲基环戊二烯,以良好的产率得到相应的 β,γ-不饱和酮。