Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B
The cyclic dodecapeptides wewakazole and wewakazole B have been synthesized by a divergent strategy via a common tris-proline containing oxazole octapeptide and two separate bisoxazole containing tetrapeptide units, followed by peptide coupling and macrocyclization. The three oxazole amino acid frag...
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| Format: | Article |
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American Chemical Society
2017
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| Online Access: | https://eprints.nottingham.ac.uk/44072/ |
| _version_ | 1848796830726356992 |
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| author | Inman, Martyn Dexter, Hannah L. Moody, Christopher J. |
| author_facet | Inman, Martyn Dexter, Hannah L. Moody, Christopher J. |
| author_sort | Inman, Martyn |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | The cyclic dodecapeptides wewakazole and wewakazole B have been synthesized by a divergent strategy via a common tris-proline containing oxazole octapeptide and two separate bisoxazole containing tetrapeptide units, followed by peptide coupling and macrocyclization. The three oxazole amino acid fragments are readily accessible by rhodium(II)-catalysed amide N–H insertion of diazocarbonyl compounds, or by the cycloaddition of rhodium carbenoids with nitriles. |
| first_indexed | 2025-11-14T19:54:13Z |
| format | Article |
| id | nottingham-44072 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:54:13Z |
| publishDate | 2017 |
| publisher | American Chemical Society |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-440722020-05-04T18:49:59Z https://eprints.nottingham.ac.uk/44072/ Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B Inman, Martyn Dexter, Hannah L. Moody, Christopher J. The cyclic dodecapeptides wewakazole and wewakazole B have been synthesized by a divergent strategy via a common tris-proline containing oxazole octapeptide and two separate bisoxazole containing tetrapeptide units, followed by peptide coupling and macrocyclization. The three oxazole amino acid fragments are readily accessible by rhodium(II)-catalysed amide N–H insertion of diazocarbonyl compounds, or by the cycloaddition of rhodium carbenoids with nitriles. American Chemical Society 2017-06-15 Article PeerReviewed Inman, Martyn, Dexter, Hannah L. and Moody, Christopher J. (2017) Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B. Organic Letters, 19 (13). pp. 3454-3457. ISSN 1523-7052 http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b01393 doi:10.1021/acs.orglett.7b01393 doi:10.1021/acs.orglett.7b01393 |
| spellingShingle | Inman, Martyn Dexter, Hannah L. Moody, Christopher J. Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B |
| title | Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B |
| title_full | Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B |
| title_fullStr | Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B |
| title_full_unstemmed | Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B |
| title_short | Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B |
| title_sort | total synthesis of the cyclic dodecapeptides wewakazole and wewakazole b |
| url | https://eprints.nottingham.ac.uk/44072/ https://eprints.nottingham.ac.uk/44072/ https://eprints.nottingham.ac.uk/44072/ |