Synthesis of seven quebracho indole alkaloids using "antenna ligands" in 7-10 steps, including three first-ever asymmetric syntheses
Peer-Reviewed Publication
Updates every hour. Last Updated: 31-Oct-2025 19:11 ET (31-Oct-2025 23:11 GMT/UTC)
Professor Lijia Wang's group at East China Normal University, in collaboration with Academician Yong Tang of the Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, developed a nickel (II)-catalyzed asymmetric [2+2] cyclobutanization reaction. By introducing a flexible "antenna" structure into the traditional chiral BOX ligand, they successfully achieved efficient asymmetric cyclobutanization of indole-derived heterocyclic enamines with methylene malonates. Based on this method, the team completed a concise asymmetric synthesis of seven quebracho indole alkaloids with a total yield of 29%-39% in just 7-10 steps (the longest linear step). Among them, (-)-eburine, (-)-eburcine, and (-)-minovine were achieved for the first time in asymmetric total synthesis, providing a new path for the efficient preparation of complex alkaloids. The article was published as an open access research article in CCS Chemistry, the flagship journal of the Chinese Chemical Society.
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