1-Vinyl-4-methyl-2,6,7-trioxabicyclo[2.2.2]octanes: Unsaturated homoenolate anion equivalents
作者:Stewart K. Richardson、Alwarsamy Jeganathan、David S. Watt
DOI:10.1016/s0040-4039(00)96117-3
日期:——
The metalation of (E)-1-(2-chlorovinyl)- or (E)-1-(2-bromovinyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane with tert-butyllithium produced an unsaturated homoenolate anion equivalent which intercepted alkyl halides, aldehydes, ketones, and lactones to afford β-alkylated or β-acylated orthoesters, which, in turn, furnished β-substituted acrylate esters.
(E)-1-(2-氯乙烯基)-或(E)-1-(2-溴乙烯基)-4-甲基-2,6,7-三恶双环[2.2.2]辛烷与叔丁基锂的金属化一种不饱和的均烯酸酯阴离子当量,其拦截卤代烷,醛,酮和内酯,得到β-烷基化或β-酰化原酸酯,进而提供β-取代的丙烯酸酯。