| EPSRC Reference: |
EP/C003551/1 |
| Title: |
A Tandem Catalytic Strategy for Enantioselective Fluorination |
| Principal Investigator: |
Frost, Professor CG |
| Other Investigators: |
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| Project Partners: |
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| Department: |
Chemistry |
| Organisation: |
University of Bath |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 July 2005 |
Ends: |
30 June 2007 |
Value (£): |
125,271
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| EPSRC Research Topic Classifications: |
| Asymmetric Chemistry |
Chemical Synthetic Methodology |
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| EPSRC Industrial Sector Classifications: |
| Pharmaceuticals and Biotechnology |
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Summary on Grant Application Form |
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The efficient assembly of carbon-fluorine bonds is of widespread interest to synthetic and medicinal chemists. Aside from being useful synthetic intermediates, the selective replacement of carbon-hydrogen with fluorine can confer drug molecules with beneficial pharmacodynamic and pharmacokinetic properties (such as enhanced metabolic stability). Established methodology for the stereoselective introduction of fluorine is predominantly based on nucleophilic substitution (of enantiopure substrates) or reagent-control (with enantiopure electrophilic fluorinating agents). The recent discovery (and subsequent cloning and overexpression) of a natural fluorination enzyme from the bacteria Streptomyces cattleya has attracted widespread attention. The potential applications of carbon-fluorine bond formation mediated by a fluorinase enzyme are vast and only beginning to be explored. At the present time, examples of catalytic, enantioselective fluorination processes are relatively rare. Herein we propose the development of a new strategy for enantioselective fluorination which involves an initial catalytic carbon-carbon bond forming step to generate a prostereogenic rhodium-oxa-allyl species which can react with a suitable electrophilic fluorine source in a tandem process to prepare functionalised fluorinated molecules.
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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.bath.ac.uk |