| EPSRC Reference: |
GR/M22659/01 |
| Title: |
NEW LIGANDS AND NITRENE PRECURSORS FOR CATALYTIC ASYMMETRIC ELECTROPHILIC AMINATION REACTIONS |
| Principal Investigator: |
Knight, Dr J |
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| Department: |
School of Chemistry |
| Organisation: |
Newcastle University |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 1999 |
Ends: |
30 September 2002 |
Value (£): |
44,714
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| Chemicals |
Pharmaceuticals and Biotechnology |
| No relevance to Underpinning Sectors |
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Summary on Grant Application Form |
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We have been studying the copper-catalysed aziridation of alkenes. This proposal seeks to improve the synthetic usefulness of this reaction. The development of large bite-angle chiral ligands based on tartrate-, binaphtlyl-, and quinoline-derived bisoxazolines is proposed to improve the levels of enantioselectivity attainable in the aziridination of simple alkenes. We also propose to synthesise new nitrine precursors with easily removed nitrogen protecting groups. In order to compare the aziridination reaction with the more extensively investigated enantioselective cyclopropanation of alkenes, we propose to develop the use of azides as nitrine precursors. If successful this will allow us to exploit the existing cyclopropanation catalysts for enantioselective aziridination. A number of possible applications of this chemistry to the synthesis of biologically important molecules such as: alkaloids (by rearrangement of vinylaziridines); pyrroles and allenic amines (via alkynylaziridines); and carbocyclic nucleoside analogues (by aziridination and rearrangement of norbornadienes) are presented.
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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.ncl.ac.uk |