通过对烯二炔的关键立体选择性还原，简洁、克级规模全合成保护素 DX 及其相关标记版本。
A Concise, Gram-Scale Total Synthesis of Protectin DX and Related Labeled Versions via a Key Stereoselective Reduction of Enediyne.
机构信息
Organic Synthesis Service, Medicinal Chemistry Platform, CHU de Québec Research Center-Université Laval, Québec, QC, Canada G1V 4G2.
Department of Molecular Medicine, Faculty of Medicine, Université Laval, Québec, QC, Canada G1V 0A6.
出版信息
J Org Chem. 2023 Jun 2;88(11):7088-7095. doi: 10.1021/acs.joc.3c00360. Epub 2023 May 12.
We report a gram-scale total synthesis of protectin DX (PDX) following a convergent synthetic route (24 steps) from l-malic acid. This novel synthetic strategy is based on the assembly of three main building blocks using a Sonogashira coupling reaction (blocks A and B) and Wittig olefination (block C) to provide the 22-carbon backbone of PDX. A key stereoselective reduction of enediyne leads to a central ,,-trienic system of PDX and also gives access to its labeled versions (D and T).
我们报告了一种保护素 DX（PDX）的克级规模的全合成，采用从 L-苹果酸出发的收敛合成路线（24 步）。这种新颖的合成策略基于使用 Sonogashira 偶联反应（A 块和 B 块）和 Wittig 烯烃化（C 块）组装三个主要构建块，以提供 PDX 的 22 碳主链。烯二炔的关键立体选择性还原导致 PDX 的中心，-三烯系统，并提供其标记版本（D 和 T）。
Zotero 插件