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Updated: Apr 17, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Synthesis of indole terpenoid mimics through a functionality-tolerated Eu(fod)3 -catalyzed conjugate addition
Xiaochun Xiong1, Deliang Zhang, Jian Li
1Natural Products Research Centre, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041 (China); State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (China); University of Chinese Academy of Sciences, Beijing 100049 (China).
Abstract:
The chemical synthesis of indole terpenoids of structural and biological interests has attracted remarkable attention. Here we report an Eu(fod)3 -catalyzed indole conjugate addition reaction, which tolerates various acid-sensitive functional groups. A collection of indole terpenoid mimics have been prepared from natural product-derived α,β-unsaturated enones on the basis of this reaction. The further conversion of the indole adducts into more complex natural product-like molecules has also been demonstrated.
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