Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans

We report on the regio- and stereoselective synthesis of tetrahydrofurans by reaction between epoxides and alkenes in the presence of a Lewis acid. This is an unprecedented formal [3+2] cycloaddition reaction between an epoxide and an alkene. The chemical reaction represents a very concise synthesis...

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Autores principales: Macías-Villamizar, Víctor E., Cuca-Suárez, Luís, Rodríguez, Santiago, González, Florenci V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7036929/
https://www.ncbi.nlm.nih.gov/pubmed/32041165
http://dx.doi.org/10.3390/molecules25030692
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author Macías-Villamizar, Víctor E.
Cuca-Suárez, Luís
Rodríguez, Santiago
González, Florenci V.
author_facet Macías-Villamizar, Víctor E.
Cuca-Suárez, Luís
Rodríguez, Santiago
González, Florenci V.
author_sort Macías-Villamizar, Víctor E.
collection PubMed
description We report on the regio- and stereoselective synthesis of tetrahydrofurans by reaction between epoxides and alkenes in the presence of a Lewis acid. This is an unprecedented formal [3+2] cycloaddition reaction between an epoxide and an alkene. The chemical reaction represents a very concise synthesis of tetrahydrofurans from accessible starting compounds.
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spelling pubmed-70369292020-03-11 Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans Macías-Villamizar, Víctor E. Cuca-Suárez, Luís Rodríguez, Santiago González, Florenci V. Molecules Article We report on the regio- and stereoselective synthesis of tetrahydrofurans by reaction between epoxides and alkenes in the presence of a Lewis acid. This is an unprecedented formal [3+2] cycloaddition reaction between an epoxide and an alkene. The chemical reaction represents a very concise synthesis of tetrahydrofurans from accessible starting compounds. MDPI 2020-02-06 /pmc/articles/PMC7036929/ /pubmed/32041165 http://dx.doi.org/10.3390/molecules25030692 Text en © 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Macías-Villamizar, Víctor E.
Cuca-Suárez, Luís
Rodríguez, Santiago
González, Florenci V.
Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans
title Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans
title_full Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans
title_fullStr Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans
title_full_unstemmed Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans
title_short Formal [3+2] Cycloaddition Reactions of Electron-Rich Aryl Epoxides with Alkenes under Lewis Acid Catalysis Affording Tetrasubstituted Tetrahydrofurans
title_sort formal [3+2] cycloaddition reactions of electron-rich aryl epoxides with alkenes under lewis acid catalysis affording tetrasubstituted tetrahydrofurans
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7036929/
https://www.ncbi.nlm.nih.gov/pubmed/32041165
http://dx.doi.org/10.3390/molecules25030692
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