2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants
Identification of rigid counterparts for common flexible scaffolds is crucial to the advancement of medicinal chemistry. Here we showcase a new class of building blocks, 2,5-disubstituted bicyclo[2.1.1]hexanes that can act as rigidified cis-, or trans-1,3-disubstituted cyclopentanes, common motifs i...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Royal Society of Chemistry
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10395266/ https://www.ncbi.nlm.nih.gov/pubmed/37538817 http://dx.doi.org/10.1039/d3sc02695g |
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author | Paul, Shashwati Adelfinsky, Daniel Salome, Christophe Fessard, Thomas Brown, M. Kevin |
author_facet | Paul, Shashwati Adelfinsky, Daniel Salome, Christophe Fessard, Thomas Brown, M. Kevin |
author_sort | Paul, Shashwati |
collection | PubMed |
description | Identification of rigid counterparts for common flexible scaffolds is crucial to the advancement of medicinal chemistry. Here we showcase a new class of building blocks, 2,5-disubstituted bicyclo[2.1.1]hexanes that can act as rigidified cis-, or trans-1,3-disubstituted cyclopentanes, common motifs in drugs. The scalable synthesis of these structures was enabled through the use of C–H functionalization logic and cycloaddition reactions. |
format | Online Article Text |
id | pubmed-10395266 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-103952662023-08-03 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants Paul, Shashwati Adelfinsky, Daniel Salome, Christophe Fessard, Thomas Brown, M. Kevin Chem Sci Chemistry Identification of rigid counterparts for common flexible scaffolds is crucial to the advancement of medicinal chemistry. Here we showcase a new class of building blocks, 2,5-disubstituted bicyclo[2.1.1]hexanes that can act as rigidified cis-, or trans-1,3-disubstituted cyclopentanes, common motifs in drugs. The scalable synthesis of these structures was enabled through the use of C–H functionalization logic and cycloaddition reactions. The Royal Society of Chemistry 2023-07-12 /pmc/articles/PMC10395266/ /pubmed/37538817 http://dx.doi.org/10.1039/d3sc02695g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Paul, Shashwati Adelfinsky, Daniel Salome, Christophe Fessard, Thomas Brown, M. Kevin 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants |
title | 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants |
title_full | 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants |
title_fullStr | 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants |
title_full_unstemmed | 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants |
title_short | 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants |
title_sort | 2,5-disubstituted bicyclo[2.1.1]hexanes as rigidified cyclopentane variants |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10395266/ https://www.ncbi.nlm.nih.gov/pubmed/37538817 http://dx.doi.org/10.1039/d3sc02695g |
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