Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers

Ring-opening metathesis (ROM) of various unsaturated, constrained bicyclic ring systems has been investigated with the use of commercial ruthenium-based catalysts. Starting from various cyclodienes, the corresponding derived bicyclic lactone, lactam, and isoxazoline derivatives were submitted to ROM...

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Autores principales: Benke, Zsanett, Nonn, Melinda, Kardos, Márton, Fustero, Santos, Kiss, Loránd
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204778/
https://www.ncbi.nlm.nih.gov/pubmed/30410631
http://dx.doi.org/10.3762/bjoc.14.247
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author Benke, Zsanett
Nonn, Melinda
Kardos, Márton
Fustero, Santos
Kiss, Loránd
author_facet Benke, Zsanett
Nonn, Melinda
Kardos, Márton
Fustero, Santos
Kiss, Loránd
author_sort Benke, Zsanett
collection PubMed
description Ring-opening metathesis (ROM) of various unsaturated, constrained bicyclic ring systems has been investigated with the use of commercial ruthenium-based catalysts. Starting from various cyclodienes, the corresponding derived bicyclic lactone, lactam, and isoxazoline derivatives were submitted to ROM under ethenolysis. These functionalized, strained bicyclic systems afforded novel highly-functionalized diolefinated heterocyclic scaffolds in ROM reactions with stereocontrol, through the conservation of the configuration of the stereogenic centers of the starting compounds.
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spelling pubmed-62047782018-11-08 Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers Benke, Zsanett Nonn, Melinda Kardos, Márton Fustero, Santos Kiss, Loránd Beilstein J Org Chem Full Research Paper Ring-opening metathesis (ROM) of various unsaturated, constrained bicyclic ring systems has been investigated with the use of commercial ruthenium-based catalysts. Starting from various cyclodienes, the corresponding derived bicyclic lactone, lactam, and isoxazoline derivatives were submitted to ROM under ethenolysis. These functionalized, strained bicyclic systems afforded novel highly-functionalized diolefinated heterocyclic scaffolds in ROM reactions with stereocontrol, through the conservation of the configuration of the stereogenic centers of the starting compounds. Beilstein-Institut 2018-10-24 /pmc/articles/PMC6204778/ /pubmed/30410631 http://dx.doi.org/10.3762/bjoc.14.247 Text en Copyright © 2018, Benke 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 Full Research Paper
Benke, Zsanett
Nonn, Melinda
Kardos, Márton
Fustero, Santos
Kiss, Loránd
Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers
title Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers
title_full Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers
title_fullStr Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers
title_full_unstemmed Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers
title_short Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers
title_sort ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204778/
https://www.ncbi.nlm.nih.gov/pubmed/30410631
http://dx.doi.org/10.3762/bjoc.14.247
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