Oxetane Synthesis through the Paternò-Büchi Reaction

The Paternò-Büchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. In this review the mechanism of the reaction is discussed. On this basis the described use in the reaction with electron rich alkenes (enolethers, enol esters, enol sil...

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Detalles Bibliográficos
Autores principales: D’Auria, Maurizio, Racioppi, Rocco
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269742/
https://www.ncbi.nlm.nih.gov/pubmed/24043139
http://dx.doi.org/10.3390/molecules180911384
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author D’Auria, Maurizio
Racioppi, Rocco
author_facet D’Auria, Maurizio
Racioppi, Rocco
author_sort D’Auria, Maurizio
collection PubMed
description The Paternò-Büchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. In this review the mechanism of the reaction is discussed. On this basis the described use in the reaction with electron rich alkenes (enolethers, enol esters, enol silyl ethers, enanines, heterocyclic compounds has been reported. The stereochemical behavior of the reaction is particularly stressed. We pointed out the reported applications of this reaction to the synthesis of naturally occuring compounds.
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spelling pubmed-62697422018-12-18 Oxetane Synthesis through the Paternò-Büchi Reaction D’Auria, Maurizio Racioppi, Rocco Molecules Review The Paternò-Büchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. In this review the mechanism of the reaction is discussed. On this basis the described use in the reaction with electron rich alkenes (enolethers, enol esters, enol silyl ethers, enanines, heterocyclic compounds has been reported. The stereochemical behavior of the reaction is particularly stressed. We pointed out the reported applications of this reaction to the synthesis of naturally occuring compounds. MDPI 2013-09-16 /pmc/articles/PMC6269742/ /pubmed/24043139 http://dx.doi.org/10.3390/molecules180911384 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Review
D’Auria, Maurizio
Racioppi, Rocco
Oxetane Synthesis through the Paternò-Büchi Reaction
title Oxetane Synthesis through the Paternò-Büchi Reaction
title_full Oxetane Synthesis through the Paternò-Büchi Reaction
title_fullStr Oxetane Synthesis through the Paternò-Büchi Reaction
title_full_unstemmed Oxetane Synthesis through the Paternò-Büchi Reaction
title_short Oxetane Synthesis through the Paternò-Büchi Reaction
title_sort oxetane synthesis through the paternò-büchi reaction
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269742/
https://www.ncbi.nlm.nih.gov/pubmed/24043139
http://dx.doi.org/10.3390/molecules180911384
work_keys_str_mv AT dauriamaurizio oxetanesynthesisthroughthepaternobuchireaction
AT racioppirocco oxetanesynthesisthroughthepaternobuchireaction

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