Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction

A diastereoselective three‐component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single‐step procedure. The formation of the stereodefined hete...

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Autores principales: Pathipati, Stalin R., van der Werf, Angela, Eriksson, Lars, Selander, Nicklas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5113805/
https://www.ncbi.nlm.nih.gov/pubmed/27538999
http://dx.doi.org/10.1002/anie.201606108
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author Pathipati, Stalin R.
van der Werf, Angela
Eriksson, Lars
Selander, Nicklas
author_facet Pathipati, Stalin R.
van der Werf, Angela
Eriksson, Lars
Selander, Nicklas
author_sort Pathipati, Stalin R.
collection PubMed
description A diastereoselective three‐component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single‐step procedure. The formation of the stereodefined heterocyclic motifs takes place via in situ generation of enamines followed by two sequential cyclization steps.
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spelling pubmed-51138052016-12-02 Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction Pathipati, Stalin R. van der Werf, Angela Eriksson, Lars Selander, Nicklas Angew Chem Int Ed Engl Communications A diastereoselective three‐component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single‐step procedure. The formation of the stereodefined heterocyclic motifs takes place via in situ generation of enamines followed by two sequential cyclization steps. John Wiley and Sons Inc. 2016-08-19 2016-09-19 /pmc/articles/PMC5113805/ /pubmed/27538999 http://dx.doi.org/10.1002/anie.201606108 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial (http://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Pathipati, Stalin R.
van der Werf, Angela
Eriksson, Lars
Selander, Nicklas
Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction
title Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction
title_full Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction
title_fullStr Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction
title_full_unstemmed Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction
title_short Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction
title_sort diastereoselective synthesis of cyclopenta[c]furans by a catalytic multicomponent reaction
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5113805/
https://www.ncbi.nlm.nih.gov/pubmed/27538999
http://dx.doi.org/10.1002/anie.201606108
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