Metathesis access to monocyclic iminocyclitol-based therapeutic agents

By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine- and azepane-based iminocyclitols, as important...

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Detalles Bibliográficos
Autores principales: Dragutan, Ileana, Dragutan, Valerian, Mitan, Carmen, Vosloo, Hermanus CM, Delaude, Lionel, Demonceau, Albert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3135129/
https://www.ncbi.nlm.nih.gov/pubmed/21804866
http://dx.doi.org/10.3762/bjoc.7.81
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author Dragutan, Ileana
Dragutan, Valerian
Mitan, Carmen
Vosloo, Hermanus CM
Delaude, Lionel
Demonceau, Albert
author_facet Dragutan, Ileana
Dragutan, Valerian
Mitan, Carmen
Vosloo, Hermanus CM
Delaude, Lionel
Demonceau, Albert
author_sort Dragutan, Ileana
collection PubMed
description By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine- and azepane-based iminocyclitols, as important therapeutic agents against a range of common diseases and as tools for studying metabolic disorders. Considerable improvements brought about by introduction of one or more metathesis steps are outlined, with emphasis on the exquisite steric control and atom-economical outcome of the overall process. The comparative performance of several established metathesis catalysts is also highlighted.
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spelling pubmed-31351292011-07-29 Metathesis access to monocyclic iminocyclitol-based therapeutic agents Dragutan, Ileana Dragutan, Valerian Mitan, Carmen Vosloo, Hermanus CM Delaude, Lionel Demonceau, Albert Beilstein J Org Chem Review By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine- and azepane-based iminocyclitols, as important therapeutic agents against a range of common diseases and as tools for studying metabolic disorders. Considerable improvements brought about by introduction of one or more metathesis steps are outlined, with emphasis on the exquisite steric control and atom-economical outcome of the overall process. The comparative performance of several established metathesis catalysts is also highlighted. Beilstein-Institut 2011-05-27 /pmc/articles/PMC3135129/ /pubmed/21804866 http://dx.doi.org/10.3762/bjoc.7.81 Text en Copyright © 2011, Dragutan et al. https://creativecommons.org/licenses/by/2.0https://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/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Dragutan, Ileana
Dragutan, Valerian
Mitan, Carmen
Vosloo, Hermanus CM
Delaude, Lionel
Demonceau, Albert
Metathesis access to monocyclic iminocyclitol-based therapeutic agents
title Metathesis access to monocyclic iminocyclitol-based therapeutic agents
title_full Metathesis access to monocyclic iminocyclitol-based therapeutic agents
title_fullStr Metathesis access to monocyclic iminocyclitol-based therapeutic agents
title_full_unstemmed Metathesis access to monocyclic iminocyclitol-based therapeutic agents
title_short Metathesis access to monocyclic iminocyclitol-based therapeutic agents
title_sort metathesis access to monocyclic iminocyclitol-based therapeutic agents
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3135129/
https://www.ncbi.nlm.nih.gov/pubmed/21804866
http://dx.doi.org/10.3762/bjoc.7.81
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