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Total Synthesis of (±)-Sceptrin
[Image: see text] 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 u...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7476034/ https://www.ncbi.nlm.nih.gov/pubmed/32379973 http://dx.doi.org/10.1021/acs.orglett.0c01381 |
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author | Nguyen, Long V. Jamison, Timothy F. |
author_facet | Nguyen, Long V. Jamison, Timothy F. |
author_sort | Nguyen, Long V. |
collection | PubMed |
description | [Image: see text] 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. |
format | Online Article Text |
id | pubmed-7476034 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-74760342020-09-08 Total Synthesis of (±)-Sceptrin Nguyen, Long V. Jamison, Timothy F. Org Lett [Image: see text] 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. American Chemical Society 2020-05-07 2020-09-04 /pmc/articles/PMC7476034/ /pubmed/32379973 http://dx.doi.org/10.1021/acs.orglett.0c01381 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited. |
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://www.ncbi.nlm.nih.gov/pmc/articles/PMC7476034/ https://www.ncbi.nlm.nih.gov/pubmed/32379973 http://dx.doi.org/10.1021/acs.orglett.0c01381 |
work_keys_str_mv | AT nguyenlongv totalsynthesisofsceptrin AT jamisontimothyf totalsynthesisofsceptrin |