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Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones

The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid has been proposed as an efficient approach to substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction proceeds smoothly in mild reaction conditions to give the desired products in quantitative yields in th...

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Autores principales: Iazzetti, Antonia, Allevi, Dario, Calcaterra, Andrea, Fabrizi, Giancarlo, Goggiamani, Antonella, Mazzoccanti, Giulia, Sferrazza, Alessio, Verdiglione, Rosanna, Vergine, Valeria
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822471/
https://www.ncbi.nlm.nih.gov/pubmed/36615493
http://dx.doi.org/10.3390/molecules28010300
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author Iazzetti, Antonia
Allevi, Dario
Calcaterra, Andrea
Fabrizi, Giancarlo
Goggiamani, Antonella
Mazzoccanti, Giulia
Sferrazza, Alessio
Verdiglione, Rosanna
Vergine, Valeria
author_facet Iazzetti, Antonia
Allevi, Dario
Calcaterra, Andrea
Fabrizi, Giancarlo
Goggiamani, Antonella
Mazzoccanti, Giulia
Sferrazza, Alessio
Verdiglione, Rosanna
Vergine, Valeria
author_sort Iazzetti, Antonia
collection PubMed
description The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid has been proposed as an efficient approach to substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction proceeds smoothly in mild reaction conditions to give the desired products in quantitative yields in the presence of variously substituted starting materials. In addition, the synthesis of γ-arylidene spirobislactone bearing different substituents on the two aromatic rings has been achieved. This kind of compound could be of great interest in pharmaceutical science given the widespread presence of this scaffold in bioactive natural and synthetic products.
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spelling pubmed-98224712023-01-07 Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones Iazzetti, Antonia Allevi, Dario Calcaterra, Andrea Fabrizi, Giancarlo Goggiamani, Antonella Mazzoccanti, Giulia Sferrazza, Alessio Verdiglione, Rosanna Vergine, Valeria Molecules Article The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid has been proposed as an efficient approach to substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction proceeds smoothly in mild reaction conditions to give the desired products in quantitative yields in the presence of variously substituted starting materials. In addition, the synthesis of γ-arylidene spirobislactone bearing different substituents on the two aromatic rings has been achieved. This kind of compound could be of great interest in pharmaceutical science given the widespread presence of this scaffold in bioactive natural and synthetic products. MDPI 2022-12-30 /pmc/articles/PMC9822471/ /pubmed/36615493 http://dx.doi.org/10.3390/molecules28010300 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Iazzetti, Antonia
Allevi, Dario
Calcaterra, Andrea
Fabrizi, Giancarlo
Goggiamani, Antonella
Mazzoccanti, Giulia
Sferrazza, Alessio
Verdiglione, Rosanna
Vergine, Valeria
Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
title Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
title_full Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
title_fullStr Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
title_full_unstemmed Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
title_short Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
title_sort highly efficient and mild gold (i) catalyzed synthesis of 3,8-diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822471/
https://www.ncbi.nlm.nih.gov/pubmed/36615493
http://dx.doi.org/10.3390/molecules28010300
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