Construction of the A/B/C core of mexicanolides via a tandem double-aldol reaction
作者:Quanzheng Zhang、Dan Xu、Jiao Yang、Ling He、Min Zhang
DOI:10.1016/j.tetlet.2019.150992
日期:2019.8
mexicanolide-type limonoids is described. The acetal/ketal diketoester precursors were prepared from simple starting materials by LiOH-mediated Michael reactions. The ABC tricyclic skeleton bearing multiple stereogenic centers was efficiently constructed by a powerful one-pot cascade reaction, which includes acetal/ketal hydrolysis, double intramolecular aldol condensation, and alkene migration.
描述了一种高效,简捷的方法,用于快速组装甲氧噻吩型柠檬苦素类化合物的ABC三环碳骨架。乙缩醛/缩酮二酮酸酯前体是通过LiOH介导的迈克尔反应,由简单的起始原料制备的。通过强大的一锅级联反应(包括缩醛/缩酮水解,双分子内羟醛缩合和烯烃迁移)有效地构建了带有多个立体异构中心的ABC三环骨架。