College of Science, Sichuan Agricultural University, 46 Xinkang Rd., Ya'an, Sichuan, 625014, China.
College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064, China.
Chempluschem. 2024 Jun;89(6):e202300676. doi: 10.1002/cplu.202300676. Epub 2024 Mar 19.
Ent-kaurane diterpenes are a large group of natural products, with more than 1,000 compounds since their discovery. Due to their excellent biological activities and complex polycyclic structures, these compounds have attracted organic synthesis chemists around the world to be devoted to achieve their total synthesis. At present, the isolated C-20-oxygenated ent-kaurane diterpenes are the most abundant of these natural products, reaching more than 350 in number. However, only total syntheses of 3,20-epoxy, 7,20-epoxy and 19,20-lactone ent-kaurane diterpenes have been reported. In this review, we elaborate the synthesis of these three types of C-20 oxygenated ent-kaurane natural products, discuss these synthetic strategies in detail, and provide good guidance and reference for the synthesis of other C-20 oxygenated compounds.
贝壳杉烷二萜是一大类天然产物，自发现以来已有超过 1000 种化合物。由于其优异的生物活性和复杂的多环结构，这些化合物吸引了世界各地的有机合成化学家致力于实现它们的全合成。目前，分离得到的 C-20 氧化贝壳杉烷二萜是这些天然产物中最丰富的，数量超过 350 种。然而，仅报道了 3,20-环氧、7,20-环氧和 19,20-内酯贝壳杉烷二萜的全合成。在本文综述中，我们详细阐述了这三种 C-20 氧化贝壳杉烷天然产物的合成方法，详细讨论了这些合成策略，并为其他 C-20 氧化化合物的合成提供了良好的指导和参考。
