Laingolide A 的全合成与结构重分配。
Total Synthesis and Structural Reassignment of Laingolide A.
机构信息
State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen 518055, China.
School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.
出版信息
Mar Drugs. 2021 Apr 27;19(5):247. doi: 10.3390/md19050247.
The asymmetric total synthesis of four diastereomers of laingolide A was achieved, which led to the unambiguous assignment of the stereochemistry of the natural product. The salient features of the convergent, fully stereocontrolled approach were a copper-catalysed stereospecific Kumada-type coupling, a Julia-Kocienski olefination and an RCM/alkene migration sequence to access the desired macrocyclic enamide.
不对称全合成了拉因二醇 A 的四个非对映异构体，从而明确了天然产物的立体化学构型。该汇聚、全立体控制方法的显著特点是铜催化的立体特异性库马拉型偶联、朱利亚-科奇恩斯基烯烃化以及 RCM/烯烃迁移序列，以获得所需的大环烯酰胺。
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