The Veratrum alkaloids are highly complex steroidal alkaloids characterized by their intricate structural and stereochemical features and exhibit a diverse range of pharmacological activities. A new synthetic pathway has been developed to access this family of natural products, which enabled the first total synthesis of (−)-zygadenine. This synthetic route entails the construction of a hexacyclic carbon skeleton through a stereoselective intramolecular Diels–Alder reaction, followed by a radical cyclization. Subsequently, a meticulously designed sequence of redox manipulations was optimized to achieve the de novo synthesis of this highly oxidized Veratrum alkaloid.

中文翻译：

---

(−)-Zygadenine 的对映选择性全合成

藜芦生物碱是高度复杂的甾体生物碱，具有复杂的结构和立体化学特征，并表现出多种药理活性。已经开发出一种新的合成途径来获取该天然产物家族，从而首次实现了 (−)-zygadenine 的全合成。该合成路线需要通过立体选择性分子内狄尔斯-阿尔德反应构建六环碳骨架，然后进行自由基环化。随后，优化了精心设计的氧化还原操作序列，以实现这种高度氧化的藜芦生物碱的从头合成。