Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction

Dicobalt hexacarbonyl nucleoside complexes of propargyl ether or esters of 5-substituted uridines react with diverse C-nucleophiles. Synthetic outcomes confirmed that the Nicholas reaction can be carried out in a nucleoside presence, leading to a divergent synthesis of novel metallo-nucleosides enri...

Descripción completa

Detalles Bibliográficos
Autores principales: Kaczmarek, Renata, Korczyński, Dariusz, Green, James R, Dembinski, Roman
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6964655/
https://www.ncbi.nlm.nih.gov/pubmed/31976010
http://dx.doi.org/10.3762/bjoc.16.1
_version_ 1783488493968687104
author Kaczmarek, Renata
Korczyński, Dariusz
Green, James R
Dembinski, Roman
author_facet Kaczmarek, Renata
Korczyński, Dariusz
Green, James R
Dembinski, Roman
author_sort Kaczmarek, Renata
collection PubMed
description Dicobalt hexacarbonyl nucleoside complexes of propargyl ether or esters of 5-substituted uridines react with diverse C-nucleophiles. Synthetic outcomes confirmed that the Nicholas reaction can be carried out in a nucleoside presence, leading to a divergent synthesis of novel metallo-nucleosides enriched with alkene, arene, arylketo, and heterocyclic functions, in the deoxy and ribo series.
format Online
Article
Text
id pubmed-6964655
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-69646552020-01-23 Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction Kaczmarek, Renata Korczyński, Dariusz Green, James R Dembinski, Roman Beilstein J Org Chem Letter Dicobalt hexacarbonyl nucleoside complexes of propargyl ether or esters of 5-substituted uridines react with diverse C-nucleophiles. Synthetic outcomes confirmed that the Nicholas reaction can be carried out in a nucleoside presence, leading to a divergent synthesis of novel metallo-nucleosides enriched with alkene, arene, arylketo, and heterocyclic functions, in the deoxy and ribo series. Beilstein-Institut 2020-01-02 /pmc/articles/PMC6964655/ /pubmed/31976010 http://dx.doi.org/10.3762/bjoc.16.1 Text en Copyright © 2020, Kaczmarek 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 Letter
Kaczmarek, Renata
Korczyński, Dariusz
Green, James R
Dembinski, Roman
Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction
title Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction
title_full Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction
title_fullStr Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction
title_full_unstemmed Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction
title_short Extension of the 5-alkynyluridine side chain via C–C-bond formation in modified organometallic nucleosides using the Nicholas reaction
title_sort extension of the 5-alkynyluridine side chain via c–c-bond formation in modified organometallic nucleosides using the nicholas reaction
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6964655/
https://www.ncbi.nlm.nih.gov/pubmed/31976010
http://dx.doi.org/10.3762/bjoc.16.1
work_keys_str_mv AT kaczmarekrenata extensionofthe5alkynyluridinesidechainviaccbondformationinmodifiedorganometallicnucleosidesusingthenicholasreaction
AT korczynskidariusz extensionofthe5alkynyluridinesidechainviaccbondformationinmodifiedorganometallicnucleosidesusingthenicholasreaction
AT greenjamesr extensionofthe5alkynyluridinesidechainviaccbondformationinmodifiedorganometallicnucleosidesusingthenicholasreaction
AT dembinskiroman extensionofthe5alkynyluridinesidechainviaccbondformationinmodifiedorganometallicnucleosidesusingthenicholasreaction

Ejemplares similares