Approach to the Core Structure of the Polycyclic Alkaloid Palhinine A

A synthesis of the tricyclic partly substituted core structure of palhinine A was achieved. To reach the bicyclo[2.2.2]octane motif a domino Michael reaction was employed as a key step. After Arndt–Eistert homologation and intramolecular aldol reaction the isotwistane core could be obtained after simple functional-group manipulations.本研究成功完成了帕利宁A（palhinine A）部分取代三环核心骨架的合成。为构建双环[2.2.2]辛烷结构单元，研究采用多米诺迈克尔反应作为关键步骤。经阿恩特-艾斯特尔特同系化反应与分子内羟醛缩合反应，并辅以简单的官能团修饰操作后，即可得到异扭烷核心骨架。