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Total Synthesis and 13C NMR Revision of Nagelamide C
| dc.contributor.author | Tong, Guanghu | |
| dc.contributor.author | Nguyen, Long V. | |
| dc.contributor.author | Jamison, Timothy F. | |
| dc.date.accessioned | 2026-02-19T16:24:00Z | |
| dc.date.available | 2026-02-19T16:24:00Z | |
| dc.date.issued | 2025-06-04 | |
| dc.date.submitted | 2025-05-06 | |
| dc.identifier.issn | 2052-4129 | |
| dc.identifier.uri | https://hdl.handle.net/1721.1/164927 | |
| dc.description.abstract | Nagelamide C (1), a dimeric pyrrole–imidazole alkaloid, exhibits antimicrobial and antibacterial activities. We demonstrate herein the first total synthesis of nagelamide C. This concise work was enabled by a series of significant transformations featuring: an imidazole benzylic Wittig olefination, a site selective bromination, and a regioselective trans-hydrostannylation/Stille coupling to construct a unique trisubstituted olefin. In addition, we show the original 13C NMR data of nagelamide C to be in error and revise the data. | en_US |
| dc.publisher | Royal Society of Chemistry | en_US |
| dc.relation.isversionof | https://doi.org/10.1039/D5QO00721F | en_US |
| dc.rights | Creative Commons Attribution-Noncommercial | en_US |
| dc.rights.uri | https://creativecommons.org/licenses/by-nc/4.0/ | en_US |
| dc.source | Royal Society of Chemistry | en_US |
| dc.title | Total Synthesis and 13C NMR Revision of Nagelamide C | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Tong, Guanghu, Nguyen, Long V. and Jamison, Timothy F. 2025. "Total Synthesis and 13C NMR Revision of Nagelamide C." Organic Chemistry Frontiers, (20). | |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.relation.journal | Organic Chemistry Frontiers | en_US |
| dc.eprint.version | Final published version | en_US |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
| eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
| dspace.date.submission | 2026-02-13T16:36:11Z | |
| mit.journal.issue | 20 | en_US |
| mit.license | PUBLISHER_CC | |
| mit.metadata.status | Authority Work and Publication Information Needed | en_US |
