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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...

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Autores principales: Nguyen, Long V., Jamison, Timothy F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
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.
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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
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