Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich Reactions
A novel point-chiral six-membered cyclic phosphoric acid was synthesized starting from an enantiopure precursor via a concise three-step route. Its catalytic performance was evaluated in enantioselective three-component Mannich reactions. Under optimized conditions, the catalyst provided good yields...
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MDPI AG
2025-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/30/14/2928 |
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| author | Giovanni Ghigo Alessio Robiolio Bose Stefano Dughera |
| author_facet | Giovanni Ghigo Alessio Robiolio Bose Stefano Dughera |
| author_sort | Giovanni Ghigo |
| collection | DOAJ |
| description | A novel point-chiral six-membered cyclic phosphoric acid was synthesized starting from an enantiopure precursor via a concise three-step route. Its catalytic performance was evaluated in enantioselective three-component Mannich reactions. Under optimized conditions, the catalyst provided good yields and satisfactory enantiomeric excesses (up to 89%). The basic mechanism of the catalysis was also studied by the DFT method. |
| format | Article |
| id | doaj-art-e18700b9414d45a582a18f64263622c2 |
| institution | DOAJ |
| issn | 1420-3049 |
| language | English |
| publishDate | 2025-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-e18700b9414d45a582a18f64263622c22025-08-20T03:08:13ZengMDPI AGMolecules1420-30492025-07-013014292810.3390/molecules30142928Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich ReactionsGiovanni Ghigo0Alessio Robiolio Bose1Stefano Dughera2Department of Chemistry, University of Torino, Via Pietro Giuria 7, 10125 Torino, ItalyDepartment of Chemistry, University of Torino, Via Pietro Giuria 7, 10125 Torino, ItalyDepartment of Chemistry, University of Torino, Via Pietro Giuria 7, 10125 Torino, ItalyA novel point-chiral six-membered cyclic phosphoric acid was synthesized starting from an enantiopure precursor via a concise three-step route. Its catalytic performance was evaluated in enantioselective three-component Mannich reactions. Under optimized conditions, the catalyst provided good yields and satisfactory enantiomeric excesses (up to 89%). The basic mechanism of the catalysis was also studied by the DFT method.https://www.mdpi.com/1420-3049/30/14/2928cyclic phosphoric acidasymmetric catalysisMannich reaction |
| spellingShingle | Giovanni Ghigo Alessio Robiolio Bose Stefano Dughera Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich Reactions Molecules cyclic phosphoric acid asymmetric catalysis Mannich reaction |
| title | Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich Reactions |
| title_full | Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich Reactions |
| title_fullStr | Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich Reactions |
| title_full_unstemmed | Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich Reactions |
| title_short | Synthesis and Application of a New Cyclic Phosphoric Acid in Enantioselective Three-Component Mannich Reactions |
| title_sort | synthesis and application of a new cyclic phosphoric acid in enantioselective three component mannich reactions |
| topic | cyclic phosphoric acid asymmetric catalysis Mannich reaction |
| url | https://www.mdpi.com/1420-3049/30/14/2928 |
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