Asymmetric Total Synthesis of Heterocyclic Aroisoprenoids with Neuritogenic, Antibacteral, and Antifungal Activities

本文研究了具有生物活性的异戊二烯A、B和C的不对称全合成。原计划的合成策略，即首先构建三环核心结构，然后添加侧链结构，由于空间位阻，被证明是不可取的，因此改进了合成路线，经过大量的试验和错误，最终通过水苏素A、B和C的共同合成中间体，在先前构建三环核心结构之后，应用另一种构建侧链结构的方法，实现了水苏菌素A前体的非对映选择性合成。

Asymmmetric total synthesis of bioactive isoprenoids, stachybotrinA, B, and C having new skeletal structure has been investigated. Originally planned synthetic strategy, i. e., the first construction of tricyclic core structure followed by the addition of the side-chain structure, proved to be unpromising because of steric hindrance, therefore the synthetic pathway has been modified and, after tremendous trial and error, the diastereoselective synthesis of the precursor of stachybotrin A has been finally achieved via the common synthetic intermediate for stachybotrin A, B, and C by applying another method for the construction of the side-chain structure after prior construction of the tricyclic core structure.