Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064, China.
State Key Laboratory of Natural Medicines, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing, 210009, China.
Angew Chem Int Ed Engl. 2017 May 15;56(21):5849-5852. doi: 10.1002/anie.201700958. Epub 2017 Apr 20.
Asymmetric total synthesis of the dimeric diterpenoid hispidanin A was accomplished by non-catalytic Diels-Alder cycloaddition at room temperature. The synthesis relies on iron-catalyzed coupling to construct a Z-configured trisubstituted alkene, an iron-catalyzed radical cascade to generate a labdane-type diene, and both Yamamoto cationic polyene cyclization and palladium-catalyzed Stille coupling to generate a totarane-type dienophile.
通过非催化的 Diels-Alder 环加成反应在室温下完成了二聚二萜类化合物 hispidanin A 的不对称全合成。该合成依赖于铁催化偶联构建 Z 构型的三取代烯烃、铁催化的自由基级联反应生成 labdane 型二烯，以及 Yamamoto 阳离子聚烯环化和钯催化的 Stille 偶联反应生成 totarane 型亲二烯体。
