Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis

We report herein an efficient synthesis of furopyran derivatives through a gold(I)-catalyzed domino reaction. The cascade reaction starts with two regioselective cyclizations, a 5-endo-dig and a 8-endo-dig, followed with a Grob-type fragmentation and a hetero Diels–Alder. The obtained furopyran deri...

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Detalles Bibliográficos
Autores principales: Ruch, Marie, Brach, Nicolas, Galéa, Roméric, Wagner, Patrick, Blond, Gaëlle
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7663467/
https://www.ncbi.nlm.nih.gov/pubmed/33121149
http://dx.doi.org/10.3390/molecules25214976
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author Ruch, Marie
Brach, Nicolas
Galéa, Roméric
Wagner, Patrick
Blond, Gaëlle
author_facet Ruch, Marie
Brach, Nicolas
Galéa, Roméric
Wagner, Patrick
Blond, Gaëlle
author_sort Ruch, Marie
collection PubMed
description We report herein an efficient synthesis of furopyran derivatives through a gold(I)-catalyzed domino reaction. The cascade reaction starts with two regioselective cyclizations, a 5-endo-dig and a 8-endo-dig, followed with a Grob-type fragmentation and a hetero Diels–Alder. The obtained furopyran derivatives contain fused and spiro-heterocycles. During this one-pot process, four bonds and four controlled stereogenic centers including a quaternary center are formed.
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spelling pubmed-76634672020-11-14 Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis Ruch, Marie Brach, Nicolas Galéa, Roméric Wagner, Patrick Blond, Gaëlle Molecules Communication We report herein an efficient synthesis of furopyran derivatives through a gold(I)-catalyzed domino reaction. The cascade reaction starts with two regioselective cyclizations, a 5-endo-dig and a 8-endo-dig, followed with a Grob-type fragmentation and a hetero Diels–Alder. The obtained furopyran derivatives contain fused and spiro-heterocycles. During this one-pot process, four bonds and four controlled stereogenic centers including a quaternary center are formed. MDPI 2020-10-27 /pmc/articles/PMC7663467/ /pubmed/33121149 http://dx.doi.org/10.3390/molecules25214976 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 Communication
Ruch, Marie
Brach, Nicolas
Galéa, Roméric
Wagner, Patrick
Blond, Gaëlle
Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
title Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
title_full Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
title_fullStr Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
title_full_unstemmed Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
title_short Gold(I)-Catalyzed Domino Reaction for Furopyrans Synthesis
title_sort gold(i)-catalyzed domino reaction for furopyrans synthesis
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7663467/
https://www.ncbi.nlm.nih.gov/pubmed/33121149
http://dx.doi.org/10.3390/molecules25214976
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AT wagnerpatrick goldicatalyzeddominoreactionforfuropyranssynthesis
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