Construction of Enantiopure Taxoid and Natural Product-like Scaffolds Using a C–C Bond Cleavage/Arylation Reaction

An approach to construct enantiopure complex natural product-like frameworks, including the first reported synthesis of a C17 oxygenated taxoid scaffold, is presented. A palladium-catalyzed C–C activation/cross-coupling is utilized to access these structures in a short sequence from (+)-carvone; the scope of this reaction is explored.

本研究提出了一种构建对映纯类复杂天然产物骨架的合成策略，其中包含首次报道的C17位氧化紫杉烷（taxoid）骨架的合成工作。该策略以(+)-香芹酮为起始原料，通过钯催化的碳-碳键活化/交叉偶联反应，经简短合成路线即可获得目标结构；同时本研究对该反应的适用范围进行了系统探索。