| EPSRC Reference: |
GR/M26893/01 |
| Title: |
BIOMIMETIC ROUTES TO HETEROCYCLES USING A NEW PARA-QUINOMETHANE SYNTHESIS |
| Principal Investigator: |
Ramsden, Professor C |
| Other Investigators: |
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| Project Partners: |
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| Department: |
Sch of Chemistry & Physics |
| Organisation: |
Keele University |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 May 1999 |
Ends: |
30 April 2001 |
Value (£): |
99,788
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| EPSRC Research Topic Classifications: |
| Biological & Medicinal Chem. |
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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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Para-Quinomethanes are useful synthetic reagents and they have been proposed as intermediates in several important biological polymerisation processes, including lignin formation. We have recently demonstrated an essentially new and efficient approach to the preparation of versatile para-quinomethane intermediates. These species are prepared in situ by a rapid rearrangement of isomeric ortho-quinones formed by selective dianisyltellurium oxide oxidation of catechols. Building on our preliminary results, this project will demonstrate the structural variety of quinomethanes that can be generated using our approach and will establish the value of their use as versatile intermediates for organic synthesis. In particular, in situ intramolecular cyclisation of amine, phenol and alcohol derivatives will be used to synthesise a diverse rang eof nitrogen and oxygen heterocylces of biological importance. Particular interest will focus on alkaloid and lignan analogues. Significant advantages of the approach are easy access to precursor molecules, mild and selective reaction conditions and recyclable reagents leading to clean and economic transformations. The approach also provides direct access to molecules that are difficult or impossible to make by other methods and where other methods are available the approach is shorter and more cost effective.
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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.keele.ac.uk |