Department of Chemistry, Zhejiang University , 148 Tianmushan Road, Hangzhou 310028, P. R. China.
Org Lett. 2014 Jun 20;16(12):3376-9. doi: 10.1021/ol501423t. Epub 2014 Jun 4.
A concise and efficient approach for the diastereoselective total synthesis of salvileucalin C, as well as their biosynthetically related diterpenoids salvileucalin D, salvipuberulin, isosalvipuberulin, and dugesin B, has been reported for the first time. The key features of the strategy are based on a Beckwith-Dowd ring expansion, a tandem diastereoselective Stille coupling/debromination/desilylation/lactonization reaction, and a photoinduced electrocyclic ring contraction.
首次报道了一种简洁高效的方法，用于对 salvileucalin C 及其生物合成相关的二萜 salvileucalin D、salvipuberulin、isosalvipuberulin 和 dugesin B 进行非对映选择性全合成。该策略的关键特点基于 Beckwith-Dowd 环扩张、串联非对映选择性 Stille 偶联/脱溴/脱硅/内酯化反应以及光诱导电环收缩。
