| EPSRC Reference: |
EP/G068313/1 |
| Title: |
Triple Diels-Alder Cascades: Development and Application to Daphnezomine Synthesis |
| Principal Investigator: |
Taylor, Professor R |
| Other Investigators: |
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| Researcher Co-Investigators: |
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| Project Partners: |
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| Department: |
Chemistry |
| Organisation: |
University of York |
| Scheme: |
Standard Research |
| Starts: |
01 April 2010 |
Ends: |
31 March 2013 |
Value (£): |
297,057
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| EPSRC Research Topic Classifications: |
| Chemical Synthetic Methodology |
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| EPSRC Industrial Sector Classifications: |
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| Related Grants: |
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| Panel History: |
| Panel Date | Panel Name | Outcome |
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10 Mar 2009
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Chemistry Prioritisation Panel March
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Announced
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Summary on Grant Application Form |
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We have recently shown that 1,2,4-triazines and ketones can be employed in a tandem cascade sequence producing complex polycyclic diamines. This remarkable transformation proceeds via initial enamine formation and then a triple Diels-Alder cascade (inverse electron demand, retro and intramolecular) transforming flat starting materials into complex polycyclic products with the formation of 2 new rings. 4 new bonds and 5 new stereogenic centres! Based on these encouraging preliminary results, we now seek funds to appoint a postdoctoral researcher who will optimise, extend and apply this new technology as follows:(i) To optimise the triple Diels-Alder cascade sequence and fully establish its scope,(ii) To investigate the use of alternative aza-dienes and dienophiles in these triple Diels-Alder sequences leading to a range of novel polycyclic amines,(iii) To develop enantioselective variants of the above processes using enantiopure Lewis acids, enantiopure enamines or chiral auxiliaries,(iv) To apply the triple Diels-Alder methodology to prepare the anti-cancer natural products, the Daphnezomines, along with novel aza-analogues for biological screening..
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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.york.ac.uk |