Terpenoids 包括自然产品的最大的家庭并且包括各种各样的在结构上在生活有机体起重要作用的不同的类。Biosynthetically, diterpenoids 被导出从(E, E, E )-geranylgeranyl diphosphate (GGPP ) 。从 GGPP, diterpene cyclase 催化调停 carbocation 的环合,重新整理,和进一步的氧化的一个序列,导致在结构上的一个班唯一的 ent-kaurenes 例如 cafestol,赤霉素 A3 和 oridonin。根据 ent-kaurene 的生合成小径,我们设计了使缩荃能的 chiral 和支持 SnCl4 的 biomimetic 多烯 cationic 环合。与后面的桦树减小 / 完化串联,代表性的 ent-kaurenes diterpenoids 的一架核心骨骼被完成。
Terpenoids comprise the largest family of natural products and include various structurally different genus which play important roles in living organisms. Biosynthetically, diterpenoids are derived from (E,E,E)-geranylgeranyl diphosphate (GGPP). From GGPP, diterpene cyclase catalyzes a sequence of carbocation- mediated cyclizations, rearrangements, and further oxidations, leading to a class of structurally unique ent-kaurenes, such as cafestol, gibberellin A3 and oridonin. According to the biosynthesis pathway of ent-kaurene, we designed a chiral acetal-enabled and SnCln-promoted biomimetic polyene cationic cyclization. With a following Birch reduc- tiort/alkylation cascade, a core skeleton of representative ent-kaurenes diterpenoids was completed.