We report a highly diastereoselective protocol for the synthesis of 1,4- and 1,5-dicarbonyl compounds from densely substituted cyclopropanols. The methodology involves a palladium-catalyzed ring opening reaction followed by a “metal-walk” and oxidation of a remote hydroxyl group. The methodology represents a new application of cyclopropanols as initiation sites for chain walking remote functionalization. Importantly, this approach provides a straightforward access to highly valuable succinaldehyde derivatives bearing vicinal quaternary and tertiary stereocenters as single diastereomers.

中文翻译：

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通过钯催化的开环/异构化对 1，n-二羰基化合物进行立体选择性合成


我们报道了一种从密集取代的环丙醇合成 1,4-和 1,5-二羰基化合物的高非对映选择性方案。该方法包括钯催化的开环反应，然后是“金属行走”和远程羟基的氧化。该方法代表了环丙醇作为链行走远程功能化的起始位点的新应用。重要的是，这种方法提供了直接获得高价值的琥珀醛衍生物，这些衍生物在附近带有四元和三元立体中心作为单一非对映异构体。