Palhinine A是一个从贵州侗族传统药用植物垂穗石松中提取到的石松生物碱类天然产物。该化合物由一个三环[4.3.1.0(3,7)]葵烷（异扭烷）核心骨架与一个含氮九元环构成，分子中共具5个手性中心，其中两个为连续的季碳中心。本项目拟开发一类四取代硼酸盐的缩环重排反应方法学来构建palhinine A的异扭烷核心结构，并在此关键反应的基础上完成目标分子palhinine A。这类硼酸盐重排方法在其他张力较大的复杂环系中也有潜在的应用价值。

The lycopodium alkaloid palhinine A was isolated from Palhinhaea cernua L., a widely used Dong folk medicine resource in Guizhou province. Palhinine A possesses a intricate tricyclic[4.3.1.0(3,7)]decane (isotwistane) core and a 9-membered heterocyclic ring; furthermore, it contains 5 stereogenic centers, including 2 adjacent all-carbon quaternary centers. In this project, we plan to develop a ring-contractive rearrangement reaction of boron ate-complex for the construction of palhinine A isotwistane core. Based on this key reaction, we wish to complete the total synthesis of palhinine A. The boron ate-complex rearrangement methodology also has potential applications in other highly strained ring systems.