利用掌性的雙烯雙醇34當作起始物來合成Annonaceous acetogenins的中心結構-相鄰四氫呋喃33。首先利用亞甲基繫繩將雙烯雙醇34連接起來後，再將丙烯醇的烯轉換成環氧化物。接著進行環合置換反應建構出目標物的骨架。然後，將環合置換產物進行氫化以還原內烯。接下來預期將環氧化物進行脫氧反應，以還原成末端雙鍵，再進行亞甲基縮醛的水解和合環部分，而得到目標物33。 Adjacent bis-tetrahydrofuran moiety 33 in Annonaceous acetogenins was synthesized using diene 34 as the strating material. Methylene acetal was used as the linker to connect diene 34. Then the epoxidation of allylic double bond was achieved. The ring-cross-metathesis (RCM) reaction between the remaining olefins provided the carbon skeleton of the target molecular. The internal double bond of the RCM product was hydrogenated. After the deoxygenation, hydrolysis of methylene acetal and cyclization, the target molecular 33 could be obtained.
