Yamazaki Shoko, Ohmitsu Kanae, Ohi Kunihiro, Otsubo Tetsuya, Moriyama Kayo
Department of Chemistry, Nara University of Education, Takabatake-cho, Nara 630-8528, Japan.
Org Lett. 2005 Mar 3;7(5):759-62. doi: 10.1021/ol047693z.
A novel cyclization of 1,1-diethyl 2-tert-butyl ethenetricarboxylate (1a) in the presence of a Lewis acid afforded a 5,5-dimethyl-gamma-lactone derivative 2a. The reaction process has been shown to arise from formation by trapping of isobutylene generated in situ. Lewis acid-promoted intermolecular reactions of 1,1-diethyl 2-hydrogen ethenetricarboxylate (5) and various alkenes to afford highly functionalized gamma-lactones were also developed. [reaction: see text]
在路易斯酸存在下,1,1 - 二乙基2 - 叔丁基乙烯三羧酸酯(1a)发生一种新型环化反应,生成了5,5 - 二甲基 - γ - 内酯衍生物2a。反应过程表明是由原位生成的异丁烯捕获形成的。还开发了路易斯酸促进的1,1 - 二乙基2 - 氢乙烯三羧酸酯(5)与各种烯烃的分子间反应,以生成高度官能化的γ - 内酯。[反应:见正文]