| EPSRC Reference: |
GR/M96643/01 |
| Title: |
THE CHEMISTRY OF OXYCUPRATES GENERATED BY 1,2-METALLATE REARRANGEMENTS |
| Principal Investigator: |
Kocienski, Professor P |
| Other Investigators: |
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| Researcher Co-Investigators: |
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| Project Partners: |
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| Department: |
Sch of Chemistry |
| Organisation: |
University of Leeds |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
02 May 2001 |
Ends: |
01 May 2004 |
Value (£): |
173,230
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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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1, 2-Metallate rearrangements involving higher order cuprates of metallated enol ethers offer a powerful method for the stereoselective synthesis of trisubstituted alkenes. A preliminary investigation has revealed new conditions which overcome serious limitations to the scope of the reaction. The new conditions will be optimised and deployed in the synthesis of dienes and trienes involving carbohydrate glycals as reactin partners. With the aid of mechaistic investigations, a catalytic variant of the reaction will be explored in the search for maximum economy, efficiency and scale. Further enhancements in efficiency include the use of tandem (Cu(I)-catalysed processes (eg carbocupration of alkynes) terminated by a 1,2-metallate rearrangement as a means of stereoselective construction of polyenes involving the formation of up to 4 C-C bonds in one pot. The synthesis of some simple biologically active natural products will illustrate the advantages of the methods.
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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.leeds.ac.uk |