Diversification of (<i>E,E</i>)-1,6-Dioxo-2,4-Dienes for the Synthesis of (+)-Aspicillin, Isolaurepan, and β-Parinaric Acid
作者:Dattatraya H. Dethe、Aparna Srivastava、Appasaheb K. Nirpal、Nagabhushana C. Beeralingappa、Vimlesh Kumar、Arsheed A. Bhat
DOI:10.1021/acs.joc.2c01280
日期:2022.8.19
A divergent formal synthesis of polyhydroxylated macrocyclic lactone (+)-aspicillin and polyene bioactive natural product β-parinaric acid and the total synthesis of non-terpenoid metabolite isolaurepan have been achieved using a ruthenium-catalyzed stereo- and chemoselective oxidative coupling reaction of easily accessible vinyl ketones and acrylates. The crucial transformation involves the efficient
使用容易获得的钌催化的立体和化学选择性氧化偶联反应,实现了多羟基化大环内酯 (+)-阿司匹林和多烯生物活性天然产物 β-parinaric 酸的不同形式合成和非萜类代谢物异拉脲的全合成。乙烯基酮和丙烯酸酯。关键的转化涉及使用简单的反应方案对立体定义的 ( E,E )-1,6-dioxo-2,4-二烯进行有效合成和功能化,从而可以直接获得各种生物活性天然产物。