Boyer François-Didier, Hanna Issam
Unité de Chimie Biologique, AgroParisTech, INRA, F-78026 Versailles, France.
Org Lett. 2007 Jun 7;9(12):2293-5. doi: 10.1021/ol070708j. Epub 2007 May 18.
The synthesis of the tricyclic framework of colchicine has been achieved using a tandem ring-closing metathesis reaction of dienynes as the key step. In this process, both seven-membered rings B and C were formed in one step. Oxidation of tertiary allylic alcohol derived from the tandem metathesis product furnished an intermediate in the total synthesis of colchicine.
秋水仙碱三环骨架的合成已通过双烯炔的串联闭环复分解反应作为关键步骤得以实现。在此过程中,七元环B和C一步形成。串联复分解产物衍生的叔烯丙醇的氧化为秋水仙碱的全合成提供了一个中间体。