| EPSRC Reference: |
GR/L93171/01 |
| Title: |
2+2 CYCLOADDITIONS: ACCESS TO NOVEL SCAFFOLDS FOR SOLID-PHASE SYNTHESIS |
| Principal Investigator: |
Brown, Professor RCD |
| Other Investigators: |
|
| Researcher Co-Investigators: |
|
| Project Partners: |
|
| Department: |
Sch of Chemistry |
| Organisation: |
University of Southampton |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 1998 |
Ends: |
30 September 2001 |
Value (£): |
51,883
|
| EPSRC Research Topic Classifications: |
|
| EPSRC Industrial Sector Classifications: |
| No relevance to Underpinning Sectors |
|
|
| Related Grants: |
|
| Panel History: |
|
|
Summary on Grant Application Form |
|
We have demonstrated that solid-phase [2+2] cycloadditions of keteniminium salts with resin-bound olefins proceed efficiently, using an ester linker. Further work is required to expand the scope of the reaction by the development of alternative linker strategies. The use of a range of new silicon, and ortho-nitrobenzyl linkers will be studied, and their stability to the [2+2] reaction conditions will be assessed. These linkers are considered particularly suitable due to mild cleavage conditions and broad reagent compatibility.We will establish the scope of the solid-phase cycloaddition reaction with respect to olefin and keteniminium substitution, investigating a range of alkyl, heteroatomic, aromatic and heterocyclic substituents.Elaboration of the resin-bound cyclobutanone and cyclobutanone imine adducts will then be studied. Known solution-phase reactions such as carbonyl addition and ring expansion will be applied to the four-membered ring compounds to provide a diverse set of structural templates. Combination of the newly developed linkers, knowledge regarding the scope of the cycloaddition and further transformations of the resin-bound cycloadducts will set the stage for the solid-phase synthesis of novel compounds related to a variety of pharmacologically active targets.
|
|
Key Findings |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
|
Potential use in non-academic contexts |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
|
Impacts |
|
| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
|
| Date Materialised |
|
|
|
|
Sectors submitted by the Researcher |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
| Project URL: |
|
| Further Information: |
|
| Organisation Website: |
http://www.soton.ac.uk |