Total synthesis of optically active cotylenol, a fungal metabolite having a leaf growth activity. Intramolecular ene reaction for an eight-membered ring formation
Total synthesis of optically active cotylenol, a fungal metabolite having a leaf growth activity. Intramolecular ene reaction for an eight-membered ring formation
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DOI：
10.1016/s0040-4020(96)00059-2
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发表时间：
1996-03-11
期刊：
影响因子：
2.1
通讯作者：
Takeshita, H
中科院分区：
文献类型：
--
作者：
Kato, N;Okamoto, H;Takeshita, H
以(3S，8R)-苄氧基-1-环烯-7-醛和(3R)-7-氯-1-环丙烯两种环烯烃类合成子为原料，通过分子内烯反应和引入α-羟基，首次合成了具有5-8-5元三环碳架的具有代表性的甘蔗二萜类化合物。
Starting from condensation of two iridoid synthons, (3S,8R)-benzyloxy-1-iriden-7-al and (3R)-7-chloro-1-iridene, cotylenol, one of the representative fusicoccane diterpenoids having 5-8-5-membered tricyclic carbon framework, is now synthesized for the first time via an eight-membered ring formation by an intramolecular ene reaction and subsequent introduction of an alpha-hydroxyl group.