| EPSRC Reference: |
GR/M93284/01 |
| Title: |
APPLICATIONS OF 5-ENDO CYCLIZATIONS IN TARGET SYNTHESIS |
| Principal Investigator: |
Knight, Professor DW |
| Other Investigators: |
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| Project Partners: |
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| Department: |
Chemistry |
| Organisation: |
Cardiff University |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
06 March 2000 |
Ends: |
05 December 2003 |
Value (£): |
163,463
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| EPSRC Research Topic Classifications: |
| Chemical Synthetic Methodology |
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| EPSRC Industrial Sector Classifications: |
| Chemicals |
Pharmaceuticals and Biotechnology |
| No relevance to Underpinning Sectors |
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Summary on Grant Application Form |
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Initial studies will be focussed on the application of the recently discovered 5-endo-trig and -dig cyclisations of homoallylic and homopropargylic sulphonamides to the synthesis of highly substituted prolines. Thus far, such cyclisations have proven to be highly stereoselective, delivering different isomers, depending on the conditions. The major objectives in this section are to determine their characteristics when applied to the synthesis of highly substituted products and the best method to produce these in homochiral forms.These results will then be used to design total syntheses of members of the Cylindricine and Stenine families of natural products. The first group will feature extension of the model work to include spiro-pyrrolidine synthesis, which is expected to proceed with high levels of stereocontrol. The key steps in the projected Stenine syntheses are firstly 5-endo cyclisations followed by a second cyclisation, which will either be a 5-exo radical process or, in the case of the pyrrole-based targets, a Heck cyclisation. Much of this work, which is all aimed accessing homochiral products, will focus on methods for achieving stereocontrol during these key cyclisation steps.
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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.cf.ac.uk |