Cargando…

Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules

This account surveys the current progress on the application of intra- and intermolecular enyne metathesis as main key steps in the synthesis of challenging structural motifs and stereochemistries found in bioactive compounds. Special emphasis is placed on ruthenium catalysts as promoters of enyne m...

Descripción completa

Detalles Bibliográficos
Autores principales: Dragutan, Valerian, Dragutan, Ileana, Demonceau, Albert, Delaude, Lionel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7176922/
https://www.ncbi.nlm.nih.gov/pubmed/32362948
http://dx.doi.org/10.3762/bjoc.16.68
_version_ 1783525102701248512
author Dragutan, Valerian
Dragutan, Ileana
Demonceau, Albert
Delaude, Lionel
author_facet Dragutan, Valerian
Dragutan, Ileana
Demonceau, Albert
Delaude, Lionel
author_sort Dragutan, Valerian
collection PubMed
description This account surveys the current progress on the application of intra- and intermolecular enyne metathesis as main key steps in the synthesis of challenging structural motifs and stereochemistries found in bioactive compounds. Special emphasis is placed on ruthenium catalysts as promoters of enyne metathesis to build the desired 1,3-dienic units. The advantageous association of this approach with name reactions like Grignard, Wittig, Diels–Alder, Suzuki–Miyaura, Heck cross-coupling, etc. is illustrated. Examples unveil the generality of such tandem reactions in providing not only the intricate structures of known, in vivo effective substances but also for designing chemically modified analogs as valid alternatives for further therapeutic agents.
format Online
Article
Text
id pubmed-7176922
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-71769222020-05-01 Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules Dragutan, Valerian Dragutan, Ileana Demonceau, Albert Delaude, Lionel Beilstein J Org Chem Review This account surveys the current progress on the application of intra- and intermolecular enyne metathesis as main key steps in the synthesis of challenging structural motifs and stereochemistries found in bioactive compounds. Special emphasis is placed on ruthenium catalysts as promoters of enyne metathesis to build the desired 1,3-dienic units. The advantageous association of this approach with name reactions like Grignard, Wittig, Diels–Alder, Suzuki–Miyaura, Heck cross-coupling, etc. is illustrated. Examples unveil the generality of such tandem reactions in providing not only the intricate structures of known, in vivo effective substances but also for designing chemically modified analogs as valid alternatives for further therapeutic agents. Beilstein-Institut 2020-04-16 /pmc/articles/PMC7176922/ /pubmed/32362948 http://dx.doi.org/10.3762/bjoc.16.68 Text en Copyright © 2020, Dragutan et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Dragutan, Valerian
Dragutan, Ileana
Demonceau, Albert
Delaude, Lionel
Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules
title Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules
title_full Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules
title_fullStr Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules
title_full_unstemmed Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules
title_short Combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules
title_sort combining enyne metathesis with long-established organic transformations: a powerful strategy for the sustainable synthesis of bioactive molecules
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7176922/
https://www.ncbi.nlm.nih.gov/pubmed/32362948
http://dx.doi.org/10.3762/bjoc.16.68
work_keys_str_mv AT dragutanvalerian combiningenynemetathesiswithlongestablishedorganictransformationsapowerfulstrategyforthesustainablesynthesisofbioactivemolecules
AT dragutanileana combiningenynemetathesiswithlongestablishedorganictransformationsapowerfulstrategyforthesustainablesynthesisofbioactivemolecules
AT demonceaualbert combiningenynemetathesiswithlongestablishedorganictransformationsapowerfulstrategyforthesustainablesynthesisofbioactivemolecules
AT delaudelionel combiningenynemetathesiswithlongestablishedorganictransformationsapowerfulstrategyforthesustainablesynthesisofbioactivemolecules