Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin
The structurally unique polyazole antibiotic goadsporin contains six heteroaromatic oxazole and thiazole rings integrated into a linear array of amino acids that also contains two dehydroalanine residues. An efficient total synthesis of goadsporin is reported in which the key steps are the use of rh...
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| Format: | Article |
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Wiley-VCH Verlag
2017
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| Online Access: | https://eprints.nottingham.ac.uk/46635/ |
| _version_ | 1848797373314105344 |
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| author | Dexter, Hannah L. Williams, Huw E.L. Lewis, William Moody, Christopher J. |
| author_facet | Dexter, Hannah L. Williams, Huw E.L. Lewis, William Moody, Christopher J. |
| author_sort | Dexter, Hannah L. |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | The structurally unique polyazole antibiotic goadsporin contains six heteroaromatic oxazole and thiazole rings integrated into a linear array of amino acids that also contains two dehydroalanine residues. An efficient total synthesis of goadsporin is reported in which the key steps are the use of rhodium(II)-catalyzed reactions of diazocarbonyl compounds to generate the four oxazole rings, which demonstrates the power of rhodium carbene chemistry in organic chemical synthesis. |
| first_indexed | 2025-11-14T20:02:51Z |
| format | Article |
| id | nottingham-46635 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T20:02:51Z |
| publishDate | 2017 |
| publisher | Wiley-VCH Verlag |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-466352020-05-04T18:36:52Z https://eprints.nottingham.ac.uk/46635/ Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin Dexter, Hannah L. Williams, Huw E.L. Lewis, William Moody, Christopher J. The structurally unique polyazole antibiotic goadsporin contains six heteroaromatic oxazole and thiazole rings integrated into a linear array of amino acids that also contains two dehydroalanine residues. An efficient total synthesis of goadsporin is reported in which the key steps are the use of rhodium(II)-catalyzed reactions of diazocarbonyl compounds to generate the four oxazole rings, which demonstrates the power of rhodium carbene chemistry in organic chemical synthesis. Wiley-VCH Verlag 2017-03-06 Article PeerReviewed Dexter, Hannah L., Williams, Huw E.L., Lewis, William and Moody, Christopher J. (2017) Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin. Angewandte Chemie International Edition, 56 (11). pp. 3069-3073. ISSN 1521-3773 antibiotics; diazo compounds; heterocycles; peptides; total synthesis http://onlinelibrary.wiley.com/doi/10.1002/anie.201612103/abstract doi:10.1002/anie.201612103 doi:10.1002/anie.201612103 |
| spellingShingle | antibiotics; diazo compounds; heterocycles; peptides; total synthesis Dexter, Hannah L. Williams, Huw E.L. Lewis, William Moody, Christopher J. Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin |
| title | Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin |
| title_full | Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin |
| title_fullStr | Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin |
| title_full_unstemmed | Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin |
| title_short | Total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin |
| title_sort | total synthesis of the post-translationally modified polyazole peptide antibiotic goadsporin |
| topic | antibiotics; diazo compounds; heterocycles; peptides; total synthesis |
| url | https://eprints.nottingham.ac.uk/46635/ https://eprints.nottingham.ac.uk/46635/ https://eprints.nottingham.ac.uk/46635/ |