报道的新霉素 B 结构的全合成。
Total Synthesis of the Reported Structure of Neaumycin B.
机构信息
Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States.
出版信息
J Am Chem Soc. 2023 Aug 23;145(33):18240-18246. doi: 10.1021/jacs.3c06573. Epub 2023 Aug 10.
Abstract
The stereoselective total synthesis of structure assigned to the macrolide natural product neaumycin B is reported in a 2.3% overall yield on 90 mg scale. The synthesis features a gram-scale nickel-catalyzed reductive cross-coupling/spiroketalization tactic to construct the spiroketal core of neaumycin B. The stereostructures of the C3-C6, C8-C14, and C20-C41 segments of synthetic neaumycin B were unambiguously verified by X-ray crystallography.
摘要
报告了结构被分配给大环内酯天然产物尼奥霉素 B 的立体选择性全合成，在 90 毫克规模上总产率为 2.3%。该合成的特点是克级镍催化的还原交叉偶联/螺环缩合策略，用于构建尼奥霉素 B 的螺环核心。通过 X 射线晶体学，明确验证了合成尼奥霉素 B 的 C3-C6、C8-C14 和 C20-C41 片段的立体结构。
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