| EPSRC Reference: |
GR/M87283/01 |
| Title: |
CONFORMATIONAL INTERLOCKING AND REMOTE STEREOCONTROL |
| Principal Investigator: |
Clayden, Professor J |
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| Department: |
Chemistry |
| Organisation: |
Victoria University of Manchester, The |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
07 November 2000 |
Ends: |
06 November 2003 |
Value (£): |
173,929
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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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We aim to apply what we know of the conformation of some simple aromatic amides to the synthetic challenge of remote stereocontrol. We will then set out to learn more about the way that the conformation of other more versatile functional groups controls the stereoselectivity of nearby reactions. In this way, we aim to develop a general way of transferring stereochemistry from one site in a molecule to another by exploiting the conformational interactions that exist among the intervening functional groups. The first stages will use tertiary amides to mediate the formation of new stereogenic centres up to 12 atoms away from a controlling centre. We will move onto make this controlling centre part of a removable chiral auxiliary, allowing action at a distance control over absolute stereochemistry. Amides are hard to remove at a later stage, and a key part of the project will involve (a) finding out how to control the conformation of other functional groups (sulfones, carbamates, ethers, and esters) and (b) how to use their conformation to control stereoselective nucleophilic and electrophilic attack at prochiral centres. Finally we aim to demonstrate the conceptual advances we hope to make in some syntheses of biologically and structurally important molecules.
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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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