Catalytic enantioselective addition of nitromethane to imines using bisisoquinoline ligands
The application of bisisoquinolines (BIQ) as catalysts in aza-Henry reactions is relatively new. In this project, bisisoquinoline was prepared from N1, N2-diphenethyloxalamide and polyphosphorous acid. The synthesis process of BIQ was also optimized to give a better yield than literature values. For...
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| Format: | Final Year Project |
| Language: | English |
| Published: |
2010
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| Online Access: | http://hdl.handle.net/10356/38947 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | The application of bisisoquinolines (BIQ) as catalysts in aza-Henry reactions is relatively new. In this project, bisisoquinoline was prepared from N1, N2-diphenethyloxalamide and polyphosphorous acid. The synthesis process of BIQ was also optimized to give a better yield than literature values. For the aza- Henry reaction, metal salts, solvents used to perform the reaction and different temperatures were optimized. A reaction mechanism was proposed for the reaction based on the experimental findings. HPLC analysis revealed that the enantioselectivity using Boc (tert-butoxyl-carbonyl) protecting group was about 40%. However, better results may be possible with other protecting groups. |
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