Total Synthesis of Quebrachamine and Kopsiyunnanine D
Hui Liu, Wei Yuan, Meng-Yan Ran, Gang Wei, Yi Zhao, Zhiqiang Liao, Hong Liang, Zhen‐Feng Chen, Fang‐Xin Wang
Abstract
The total syntheses of (±)-quebrachamine and (±)-kopsiyunnanine D are reported. Key transformations include an intermolecular Horner-Wadsworth-Emmons olefination to merge the two fragments convergently and an intramolecular Mitsunobu reaction to introduce the synthetically challenging nine-membered azonane ring efficiently.
Topics & Concepts
ChemistryMitsunobu reactionIntramolecular forceMerge (version control)Total synthesisIntermolecular forceStereochemistryRing (chemistry)Organic chemistryMoleculeInformation retrievalComputer scienceAlkaloids: synthesis and pharmacologyTraditional and Medicinal Uses of AnnonaceaeChemical synthesis and alkaloids