| EPSRC Reference: |
GR/L74118/01 |
| Title: |
TOWARDS THE TOTAL SYNTHESIS OF PHORBOL VIA HIGH PRESS- URE MEDIATED INTRAMOLECULAR FURAN DIELS-ALDER REACTIO |
| Principal Investigator: |
Harwood, Professor LM |
| Other Investigators: |
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| Project Partners: |
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| Department: |
Chemistry |
| Organisation: |
University of Reading |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 January 1998 |
Ends: |
30 June 2001 |
Value (£): |
144,708
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| EPSRC Research Topic Classifications: |
| Chemical Synthetic Methodology |
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| EPSRC Industrial Sector Classifications: |
| No relevance to Underpinning Sectors |
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Summary on Grant Application Form |
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We intend to apply previously developed IMDAF methodology to the total synthesis of phorbol. This will involve optimising and extending the synthetic sequence to the cyclopentneoid from Diels-Alder precursor and subjecting this to high pressure mediated cycloaddition followed by site selective epimerisation. Subsequent elaboration to the natural product (in the form of its low toxicity pentaol) requires conversion of the B ring carbonyl to a hydroxymethylcyclopropanation motif, stereocontrolled introduction of the C-12 hydroxyl group and dimethylcyclopropanation. This approach should also be valid for a range of phorbol derivatives and related daphnane structures.
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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.rdg.ac.uk |