| EPSRC Reference: |
GR/S87294/01 |
| Title: |
New Organocatalysts from Amino Acids Exploitation of Chiral Relay & Aromatic Interactions in Asymmetric Catalysis |
| Principal Investigator: |
Malkov, Professor A |
| Other Investigators: |
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| Project Partners: |
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| Department: |
School of Chemistry |
| Organisation: |
University of Glasgow |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 2004 |
Ends: |
30 September 2007 |
Value (£): |
290,991
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| EPSRC Research Topic Classifications: |
| Asymmetric Chemistry |
Catalysis & Applied Catalysis |
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| EPSRC Industrial Sector Classifications: |
| Chemicals |
Pharmaceuticals and Biotechnology |
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Summary on Grant Application Form |
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New, metal-free organocatalysts will be developed for asymmetric reactions employing environmentally friendly silicon reagents. This research will be based on our recent discovery that chiral N-alkylamino acid-derived formamides can be used as very efficient Lewis-basic catalysts in reduction of aromatic ketimines with trichlorosilane (up to 92% ee). These catalysts can be synthesised at low cost from the chiral pool in five or less steps, and can be made available in both enantiomeric forms. The stereochemical architecture, electronic tuning, and mode of action of these catalysts will be investigated in detail. The new catalysts will be multifinctional and, therefore, applicable in various synthetically significant reaction types, where the existing methodology is inadequate by industrial or environmental standards. The originality of our approach relies, inter alia, on the chiral relay effect and utilisation of weak non-covalent arene-arene interactions. Other silicon-mediated reactions will also be investigated in order to develop new, highly enantioselective, and environmentally benign protocols, applicable in pharmaceutical and agrochemical industry. The most promising catalysts will be anchored to a polymeric support, which should increase their environmental acceptability. The new methodology will be applied in target synthesis, some of which is of direct interest to industry.
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Key Findings |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Potential use in non-academic contexts |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Impacts |
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| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
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| Date Materialised |
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Sectors submitted by the Researcher |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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| Project URL: |
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| Further Information: |
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| Organisation Website: |
http://www.gla.ac.uk |