Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles

A rhodium-catalyzed regio- and enantioselective cyclization of tethered allenylbenzenes is reported. Employing a Rh(I)/Josiphos catalytic system a diverse set of 6-membered, α-chiral benzocycles were obtained, scaffolds found in many bioactive compounds. Moreover, a gram scale reaction as well as th...

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Autores principales: Berthold, Dino, Klett, Johannes, Breit, Bernhard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6977554/
https://www.ncbi.nlm.nih.gov/pubmed/32015818
http://dx.doi.org/10.1039/c9sc03894a
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author Berthold, Dino
Klett, Johannes
Breit, Bernhard
author_facet Berthold, Dino
Klett, Johannes
Breit, Bernhard
author_sort Berthold, Dino
collection PubMed
description A rhodium-catalyzed regio- and enantioselective cyclization of tethered allenylbenzenes is reported. Employing a Rh(I)/Josiphos catalytic system a diverse set of 6-membered, α-chiral benzocycles were obtained, scaffolds found in many bioactive compounds. Moreover, a gram scale reaction as well as the application of suitable transformations are demonstrated.
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spelling pubmed-69775542020-02-03 Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles Berthold, Dino Klett, Johannes Breit, Bernhard Chem Sci Chemistry A rhodium-catalyzed regio- and enantioselective cyclization of tethered allenylbenzenes is reported. Employing a Rh(I)/Josiphos catalytic system a diverse set of 6-membered, α-chiral benzocycles were obtained, scaffolds found in many bioactive compounds. Moreover, a gram scale reaction as well as the application of suitable transformations are demonstrated. Royal Society of Chemistry 2019-09-10 /pmc/articles/PMC6977554/ /pubmed/32015818 http://dx.doi.org/10.1039/c9sc03894a Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Berthold, Dino
Klett, Johannes
Breit, Bernhard
Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles
title Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles
title_full Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles
title_fullStr Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles
title_full_unstemmed Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles
title_short Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles
title_sort rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6977554/
https://www.ncbi.nlm.nih.gov/pubmed/32015818
http://dx.doi.org/10.1039/c9sc03894a
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