Abstract
A bifunctional squaramide-catalyzed one-pot three-component Michael/Mannich-Michael/cyclization sequential cascade reaction for the construction of bispirooxindole-spirooxindoles was developed in good yields with excellent stereoselectivities (up to >20:1 dr, 99% ee). A series of original cinnamoyl-3-ylideneoxindoles have been applied to this sequential cascade strategy for the first time. This new strategy provides a process for the enantioselective construction of bispirooxindole-spirooxindoles with seven stereocenters, of which three are quaternary spiro-stereocenters. (Figure presented.).
Original language | English |
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Pages (from-to) | 3412-3419 |
Number of pages | 8 |
Journal | Advanced Synthesis and Catalysis |
Volume | 361 |
Issue number | 14 |
DOIs | |
Publication status | Published - 11 Jul 2019 |
Keywords
- Cascade reaction
- Michael/Mannich
- Michael/cyclization
- Organocatalysis
- Spirooxindoles
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Zhao, B. L., & Du, D. M. (2019). Asymmetric Synthesis of Spirooxindoles with Seven Stereocenters via Organocatalyzed One-pot Three-component Sequential Cascade Reactions. Advanced Synthesis and Catalysis, 361(14), 3412-3419. https://doi.org/10.1002/adsc.201900218