Biomimetic Total Synthesis of the Spiroindimicin Family of Natural Products

Xikang Zheng, Yan Li, Mengtie Guan, Lingyue Wang, Shilong Wei, Yi Cheng Li, Chin Yuan Chang, Zhengren Xu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Scopus citations


A unified strategy for the biomimetic total synthesis of the spiroindimicin family of natural products was reported. Key transformations include a one-pot two-enzyme-catalyzed oxidative dimerization of L-tryptophan/5-chloro-L-tryptophan to afford the bis-indole precursors chromopyrrolic acid/5′,5′′-dichloro-chromopyrrolic acid, and regioselective C3′−C2′′ and C3′−C4′′ bond formation converting a common bis-indole skeleton to two skeletally different natural products, including (±)-spiroindimicins D and G with a [5,5] spiro-ring skeleton, and (±)-spiroindimicins A and H with a [5,6] spiro-ring skeleton, respectively.

Original languageEnglish
JournalAngewandte Chemie - International Edition
StateAccepted/In press - 2022


  • Bioinspired Synthesis
  • Chemo-Enzymatic Synthesis
  • Natural Products
  • Spirocyclization
  • Total Synthesis


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