| EPSRC Reference: |
GR/M88143/01 |
| Title: |
NOVEL SPIROSILANES AS RECYCLABLE ASYMMETRIC CATALYSTS FOR THE MUKAIYAMA ALDOL REACTION |
| Principal Investigator: |
Braddock, Professor DC |
| Other Investigators: |
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| Project Partners: |
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| Department: |
Chemistry |
| Organisation: |
Imperial College London |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 June 2000 |
Ends: |
31 May 2003 |
Value (£): |
53,156
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| EPSRC Research Topic Classifications: |
| Chemical Synthetic Methodology |
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| EPSRC Industrial Sector Classifications: |
| Chemicals |
Pharmaceuticals and Biotechnology |
| No relevance to Underpinning Sectors |
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Summary on Grant Application Form |
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The Mukaiyama aldol reaction catalysed by Lewis acids remains the reaction par excellence for the construction of highly oxygenated natural product frameworks. However, a truly general, highly efficient, asymmetric catalyst system has yet to be reported. The inherent problem has been clearly defined: a competing achiral pathwaypromoted by any liberated trimethylsilylium cation competes with the desired asymmetric Lewis acid catalysis. It is the intention of this programme to design novel catalysts that nullify this problem. Since the trimethysilylium ion itself can act as the achiral catalyst it seems reasonable to expect that suitably designed chiral non-racemic silylium ions would function as asymmetric catalysts providing the trimethysilylium ion itself can be safely chaperoned from the starting material to the product without release into solution. A necessarily required counterion, tethered directly to the silylium ion appears to offer the chaperone solution: a spirosilane with a labile Si-X bond. Moreover, in stark contrast to previously described Lewis acid catalysts based on e.g., titanium, boron and scandium metal-centres, the proposed catalysts are wholly metal-free. The proposed system thus enjoys environmental blessing. In addition, it is the design intention that the catalysts will be readily recyclable and reusable by a simple dehydration process.
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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 |
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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.imperial.ac.uk |