48(PA1-6) セコトリネルビタン型ジテルペンの合成とコンホメーション解析(ポスター発表の部)

概要

論文の詳細を見る
Our synthetic target diterpenes (1 and 2)were isolated as defense substances from a soldier of nasute termite species. It is biogenetically related to cembrene A (3), a trail pheromone of the termite workers: bonding between C_4 and C_<16> with introduction of hydroxyl groups leads to the cyclohexanediol to which a macrocyclic ring is connected at C_1 and C_4 positions with trans diequatorial configuratin. The biological activity and particularly the unique structure aroused our interest in its laboratoy preparation after completion of our synthesis of 3. The first target (1) was synthesized starting from 4 through the intermediates 5, 6, 7, and 8, while the other was constructed efficiently from 31 by the action of BF_3. etherate. In our first synthesis, we were compelled to estimate and justify the reaction course by carrying out the molecular dynamics calculation of 8 and 25 since it was not possible to predict the reaction products by using the Dreiding model due to the macrocyclic nature of the intermediates.
天然有機化合物討論会の論文
1987-07-25