Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety

The 1,3-dipolar cycloaddition reaction of 3′-O-propargyl guanosine with various in-situ generated nitrile oxides in the presence of DMF as a solvent is described. It is noteworthy that the reaction is highly regioselective that affords biologically important guanosine containing isoxazole moiety in...

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Autores principales: Shanmugasundaram, Muthian, Senthilvelan, Annamalai, Kore, Anilkumar R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Ltd. 2020
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7501312/
https://www.ncbi.nlm.nih.gov/pubmed/32981977
http://dx.doi.org/10.1016/j.tetlet.2020.152464
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author Shanmugasundaram, Muthian
Senthilvelan, Annamalai
Kore, Anilkumar R.
author_facet Shanmugasundaram, Muthian
Senthilvelan, Annamalai
Kore, Anilkumar R.
author_sort Shanmugasundaram, Muthian
collection PubMed
description The 1,3-dipolar cycloaddition reaction of 3′-O-propargyl guanosine with various in-situ generated nitrile oxides in the presence of DMF as a solvent is described. It is noteworthy that the reaction is highly regioselective that affords biologically important guanosine containing isoxazole moiety in good yields with high purities.
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spelling pubmed-75013122020-09-21 Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety Shanmugasundaram, Muthian Senthilvelan, Annamalai Kore, Anilkumar R. Tetrahedron Lett Article The 1,3-dipolar cycloaddition reaction of 3′-O-propargyl guanosine with various in-situ generated nitrile oxides in the presence of DMF as a solvent is described. It is noteworthy that the reaction is highly regioselective that affords biologically important guanosine containing isoxazole moiety in good yields with high purities. Elsevier Ltd. 2020-10-29 2020-09-19 /pmc/articles/PMC7501312/ /pubmed/32981977 http://dx.doi.org/10.1016/j.tetlet.2020.152464 Text en © 2020 Elsevier Ltd. All rights reserved. Since January 2020 Elsevier has created a COVID-19 resource centre with free information in English and Mandarin on the novel coronavirus COVID-19. The COVID-19 resource centre is hosted on Elsevier Connect, the company's public news and information website. Elsevier hereby grants permission to make all its COVID-19-related research that is available on the COVID-19 resource centre - including this research content - immediately available in PubMed Central and other publicly funded repositories, such as the WHO COVID database with rights for unrestricted research re-use and analyses in any form or by any means with acknowledgement of the original source. These permissions are granted for free by Elsevier for as long as the COVID-19 resource centre remains active.
spellingShingle Article
Shanmugasundaram, Muthian
Senthilvelan, Annamalai
Kore, Anilkumar R.
Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety
title Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety
title_full Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety
title_fullStr Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety
title_full_unstemmed Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety
title_short Highly regioselective 1,3-dipolar cycloaddition of 3′-O-propargyl guanosine with nitrile oxide: An efficient method for the synthesis of guanosine containing isoxazole moiety
title_sort highly regioselective 1,3-dipolar cycloaddition of 3′-o-propargyl guanosine with nitrile oxide: an efficient method for the synthesis of guanosine containing isoxazole moiety
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7501312/
https://www.ncbi.nlm.nih.gov/pubmed/32981977
http://dx.doi.org/10.1016/j.tetlet.2020.152464
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AT senthilvelanannamalai highlyregioselective13dipolarcycloadditionof3opropargylguanosinewithnitrileoxideanefficientmethodforthesynthesisofguanosinecontainingisoxazolemoiety
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