(-)-蛇孢菌素 A 的全合成。
The Total Synthesis of (-)-Scabrolide A.
机构信息
The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, MC 101-20, Pasadena, California 91125, United States.
出版信息
J Am Chem Soc. 2020 May 13;142(19):8585-8590. doi: 10.1021/jacs.0c02513. Epub 2020 Apr 30.
The first total synthesis of the norcembranoid diterpenoid scabrolide A is disclosed. The route begins with the synthesis of two chiral pool-derived fragments, which undergo a convergent coupling to expediently introduce all 19 carbon atoms of the natural product. An intramolecular Diels-Alder reaction and an enone-olefin cycloaddition/fragmentation sequence are then employed to construct the fused [5-6-7] linear carbocyclic core of the molecule and complete the total synthesis.
首次全合成了 norcembranoid 二萜类 scabrolide A。该路线始于合成两个手性池衍生片段，它们通过会聚偶联快速引入天然产物的所有 19 个碳原子。然后采用分子内 Diels-Alder 反应和烯酮-烯烃环加成/断裂序列构建分子的稠合 [5-6-7] 线性碳环核心并完成全合成。
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