本論文旨在研究螺環化合物的合成,以不同員環數之分子與不同碳數之碳鏈搭配,進而環化成不同員環數的螺環化合物,並對其結果進行討論。而我們以醛-烯酯化合物做為前驅物,並利用NHC-催化劑及二碘化釤進行分子內環化反應,以形成螺環化合物。而醛烯酯化合物之合成可利用五、六、七員環的環酮化合物做為起始物,進行一系列官能基的修飾並引進在末端有縮醛保護基之不同碳數的碳鏈,再將縮醛保護基在酸性條件下水解後,便可製得醛-烯酯化合物44-46、73、79。最後對其進行環化後得到的螺環化合物進行鑑定。
This thesis describes a methodology to access spiro compounds in a rapid and efficient manner. The ring size of the spiro compounds were controlled by altering the length of the side chain, and afforded various spirocyclic compounds. The ,-unsaturated ester-aldehydes which were prepared from cycloalkenes via a four-step sequence -carbomethoxylation, triflation, replacement and hydrolysis, were subjected to samarium diiodide-mediated and obtained various spirocyclic and tricycliclactone compounds in good yields.