Nitroalkanes as Central Reagents in the Synthesis of Spiroketals

Nitroalkanes can be profitably employed as carbanionic precursors for the assembly of dihydroxy ketone frameworks, suitable for the preparation of spiroketals. The carbon-carbon bond formation is carried out exploiting nitroaldol and Michael reactions, while the nitro to carbonyl conversion (Nef rea...

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Detalles Bibliográficos
Autores principales: Ballini, Roberto, Petrini, Marino, Rosini, Goffredo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244950/
https://www.ncbi.nlm.nih.gov/pubmed/18305420
http://dx.doi.org/10.3390/molecules13020319
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author Ballini, Roberto
Petrini, Marino
Rosini, Goffredo
author_facet Ballini, Roberto
Petrini, Marino
Rosini, Goffredo
author_sort Ballini, Roberto
collection PubMed
description Nitroalkanes can be profitably employed as carbanionic precursors for the assembly of dihydroxy ketone frameworks, suitable for the preparation of spiroketals. The carbon-carbon bond formation is carried out exploiting nitroaldol and Michael reactions, while the nitro to carbonyl conversion (Nef reaction) ensures the correct introduction of the keto group. Several spiroketal systems endowed with considerable biological activity can be prepared using this synthetic strategy.
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spelling pubmed-62449502018-11-26 Nitroalkanes as Central Reagents in the Synthesis of Spiroketals Ballini, Roberto Petrini, Marino Rosini, Goffredo Molecules Review Nitroalkanes can be profitably employed as carbanionic precursors for the assembly of dihydroxy ketone frameworks, suitable for the preparation of spiroketals. The carbon-carbon bond formation is carried out exploiting nitroaldol and Michael reactions, while the nitro to carbonyl conversion (Nef reaction) ensures the correct introduction of the keto group. Several spiroketal systems endowed with considerable biological activity can be prepared using this synthetic strategy. MDPI 2008-02-07 /pmc/articles/PMC6244950/ /pubmed/18305420 http://dx.doi.org/10.3390/molecules13020319 Text en © 2008 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Review
Ballini, Roberto
Petrini, Marino
Rosini, Goffredo
Nitroalkanes as Central Reagents in the Synthesis of Spiroketals
title Nitroalkanes as Central Reagents in the Synthesis of Spiroketals
title_full Nitroalkanes as Central Reagents in the Synthesis of Spiroketals
title_fullStr Nitroalkanes as Central Reagents in the Synthesis of Spiroketals
title_full_unstemmed Nitroalkanes as Central Reagents in the Synthesis of Spiroketals
title_short Nitroalkanes as Central Reagents in the Synthesis of Spiroketals
title_sort nitroalkanes as central reagents in the synthesis of spiroketals
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6244950/
https://www.ncbi.nlm.nih.gov/pubmed/18305420
http://dx.doi.org/10.3390/molecules13020319
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