Synthetic studies of bioactive molecules based on microwave assisted ring formation and fragmentation reaction

研究了微波加热合成紫杉醇、藻酸甲酯及桥联双环化合物的裂解反应。得到了以下结果。1.以缩醛桥联的双环化合物为原料，通过高效的裂解和环化反应，实现了扎拉戈齐酸核心部分的完全合成。2.合成了新的Zaragozic酸类似物--角鲨烯合成酶抑制剂。3.通过桥联双环化合物的逆转-Aldol裂解反应和后来的异构化反应，建立了包括连续四个不对称碳的六元环部分的构筑方法。

The synthetic studies of zaragozic acid A, phomactin and paclitaxel by using of microwave heating and the fragmentation reaction of bridged bicyclic compound were performed. The following results were obtained. 1. The complete synthesis of the core part of zaragozic acid was achieved by the efficient fragmentation and re-cyclization from the bicyclic compound with acetal bridging. 2. The new zaragozic acid analog, squalene synthase inhibitor, was synthesized. 3. The construction method for the six-membered ring moiety, involving the four consecutive asymmetric carbon, in phomactin was developed by the retro-aldol fragmentation reaction of the bridged bicyclic compound and the later epimerization.