Chiral Thiourea and Rare‐Earth Lewis Acid Successively Catalyzed Asymmetric Michael/Double Friedel–Crafts Reactions for Optically Active Indolyl‐Substituted Spirooxindole‐Hydroindolizine Backbones
A successive Michael/double Friedel–Crafts cascade reaction of ( E )‐2‐hydroxyaryl‐2‐oxobut‐3‐enoates, 3‐pyrrolyloxindoles, and indole or its derivatives was reported. The three‐step process was catalyzed by the combination of a chiral thiourea catalyst and a rare‐earth Lewis acid catalyst. Indolyl‐substituted spirooxindole‐hydroindolizines bearing two quaternary and one tertiary stereogenic centers were obtained in high yields with excellent diastereo‐ and enantioselectivity.
Authors
- Jun-Hao Shen
- Xing‐Wang Wang (ORCID: https://orcid.org/0000-0002-6004-8458)
- Bailin Wang (ORCID: https://orcid.org/0000-0001-5873-171X)
- Wei‐Tai Fan
- Huang‐Jie Zhou
- Yan‐Qi Ma
Institutions
- Zhengzhou University (CN)
- Soochow University (CN)
- Zhengzhou University of Science and Technology (CN)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2026-07-01
- DOI
- https://doi.org/10.1002/adsc.70503
- Primary Topic
- Synthesis and Reactivity of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.00