| EPSRC Reference: |
GR/S06097/01 |
| Title: |
Sparteine-like diamines for asymmetric synthesis : in search of the ' enantiomer ' of sparteine |
| Principal Investigator: |
O'Brien, Professor P |
| Other Investigators: |
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| Department: |
Chemistry |
| Organisation: |
University of York |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
18 August 2003 |
Ends: |
17 August 2006 |
Value (£): |
165,703
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| EPSRC Research Topic Classifications: |
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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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Sparteine is a naturally occurring diamine that has proved to be a very useful chiral ligand for asymmetric synthesis. However, there is one fundamental limitation of using sparteine in asymmetric methodology: sparteine is only commercially available in one enantiomeric form. In this project, we will solve this limitation. Using sparteine as our guide, we have rationally designed a series of sparteine-like diamines that will function in an enantiocomplementary fashion to sparteine. Starting from naturally occurring (-)-cytisine, a range of structurally diverse sparteine-like diamines will be prepared and evaluated as analogues of ent-sparteine. This structure-activity study will enable us to determine exactly which part (or parts) of sparteine is essential for high enanti- oselectivity in a wide array of reactions. Crucially, the new diamines will be simple to synthesise and their syntheses will be scaled up in order to develop them as commercially available ent-sparteine equivalents. The use of the new diamine ligands in the asymmetric rearrangement of aziridines to allylic amines will also be studied to demonstrate the usefulness of the ligands in synthesis.
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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.york.ac.uk |