Synthesis of the spiroketal core of integramycin

A concise synthetic strategy towards the spiroketal core of the HIV-integrase inhibitor integramycin (1) was developed. The required ketone precursor was efficiently constructed from two simple and easily accessible subunits by means of a hydrozirconation/copper catalyzed acylation reaction. The eff...

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Detalles Bibliográficos
Autor principal: Prusov, Evgeny V
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3869345/
https://www.ncbi.nlm.nih.gov/pubmed/24367411
http://dx.doi.org/10.3762/bjoc.9.282
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author Prusov, Evgeny V
author_facet Prusov, Evgeny V
author_sort Prusov, Evgeny V
collection PubMed
description A concise synthetic strategy towards the spiroketal core of the HIV-integrase inhibitor integramycin (1) was developed. The required ketone precursor was efficiently constructed from two simple and easily accessible subunits by means of a hydrozirconation/copper catalyzed acylation reaction. The effects of different protecting groups on the spiroketalization step were also investigated.
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spelling pubmed-38693452013-12-23 Synthesis of the spiroketal core of integramycin Prusov, Evgeny V Beilstein J Org Chem Letter A concise synthetic strategy towards the spiroketal core of the HIV-integrase inhibitor integramycin (1) was developed. The required ketone precursor was efficiently constructed from two simple and easily accessible subunits by means of a hydrozirconation/copper catalyzed acylation reaction. The effects of different protecting groups on the spiroketalization step were also investigated. Beilstein-Institut 2013-11-12 /pmc/articles/PMC3869345/ /pubmed/24367411 http://dx.doi.org/10.3762/bjoc.9.282 Text en Copyright © 2013, Prusov 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 Letter
Prusov, Evgeny V
Synthesis of the spiroketal core of integramycin
title Synthesis of the spiroketal core of integramycin
title_full Synthesis of the spiroketal core of integramycin
title_fullStr Synthesis of the spiroketal core of integramycin
title_full_unstemmed Synthesis of the spiroketal core of integramycin
title_short Synthesis of the spiroketal core of integramycin
title_sort synthesis of the spiroketal core of integramycin
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3869345/
https://www.ncbi.nlm.nih.gov/pubmed/24367411
http://dx.doi.org/10.3762/bjoc.9.282
work_keys_str_mv AT prusovevgenyv synthesisofthespiroketalcoreofintegramycin

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