Total Synthesis of (±)-Sceptrin
A four-step synthesis of the dimeric pyrrole-imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin su...
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| Format: | Article |
| Language: | English |
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American Chemical Society (ACS)
2020
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| Online Access: | https://hdl.handle.net/1721.1/127790 |
| _version_ | 1826189740692471808 |
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| author | Nguyen, Long V. Jamison, Timothy F |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Nguyen, Long V. Jamison, Timothy F |
| author_sort | Nguyen, Long V. |
| collection | MIT |
| description | A four-step synthesis of the dimeric pyrrole-imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin surrogate enables direct entry to this enigmatic class of biologically active marine secondary metabolites. ©2020 American Chemical Society. |
| first_indexed | 2024-09-23T08:20:20Z |
| format | Article |
| id | mit-1721.1/127790 |
| institution | Massachusetts Institute of Technology |
| language | English |
| last_indexed | 2024-09-23T08:20:20Z |
| publishDate | 2020 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/1277902022-09-30T09:07:05Z Total Synthesis of (±)-Sceptrin Nguyen, Long V. Jamison, Timothy F Massachusetts Institute of Technology. Department of Chemistry A four-step synthesis of the dimeric pyrrole-imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin surrogate enables direct entry to this enigmatic class of biologically active marine secondary metabolites. ©2020 American Chemical Society. Bill & Melinda Gates Foundation 2020-10-02T12:58:29Z 2020-10-02T12:58:29Z 2020-05 2020-04 2020-09-15T17:20:56Z Article http://purl.org/eprint/type/JournalArticle 1523-7052 https://hdl.handle.net/1721.1/127790 Nguyen, Long V. and Timothy F. Jamison, "Total Synthesis of (±)-Sceptrin." Organic Letters 22, 17 (September 2020): 6698–6702 doi. 10.1021/acs.orglett.0c01381 ©2020 Authors en https://dx.doi.org/10.1021/acs.orglett.0c01381 Organic Letters Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) ACS |
| spellingShingle | Nguyen, Long V. Jamison, Timothy F Total Synthesis of (±)-Sceptrin |
| title | Total Synthesis of (±)-Sceptrin |
| title_full | Total Synthesis of (±)-Sceptrin |
| title_fullStr | Total Synthesis of (±)-Sceptrin |
| title_full_unstemmed | Total Synthesis of (±)-Sceptrin |
| title_short | Total Synthesis of (±)-Sceptrin |
| title_sort | total synthesis of sceptrin |
| url | https://hdl.handle.net/1721.1/127790 |
| work_keys_str_mv | AT nguyenlongv totalsynthesisofsceptrin AT jamisontimothyf totalsynthesisofsceptrin |