Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters

Herein we describe the first construction of fluorinated tertiary stereocenters based on an alkene C(sp(2))–C(sp(2)) bond cleavage. The new process, that takes advantage of a Rh-catalyzed carbyne transfer, relies on a branched-selective fluorination of tertiary allyl cations and is distinguished by...

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Autores principales: Jiang, Liyin, Sarró, Pau, Teo, Wei Jie, Llop, Jordi, Suero, Marcos G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9006967/
https://www.ncbi.nlm.nih.gov/pubmed/35509472
http://dx.doi.org/10.1039/d2sc00968d
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author Jiang, Liyin
Sarró, Pau
Teo, Wei Jie
Llop, Jordi
Suero, Marcos G.
author_facet Jiang, Liyin
Sarró, Pau
Teo, Wei Jie
Llop, Jordi
Suero, Marcos G.
author_sort Jiang, Liyin
collection PubMed
description Herein we describe the first construction of fluorinated tertiary stereocenters based on an alkene C(sp(2))–C(sp(2)) bond cleavage. The new process, that takes advantage of a Rh-catalyzed carbyne transfer, relies on a branched-selective fluorination of tertiary allyl cations and is distinguished by a wide scope including natural products and drug molecule derivatives as well as adaptability to radiofluorination.
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spelling pubmed-90069672022-05-03 Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters Jiang, Liyin Sarró, Pau Teo, Wei Jie Llop, Jordi Suero, Marcos G. Chem Sci Chemistry Herein we describe the first construction of fluorinated tertiary stereocenters based on an alkene C(sp(2))–C(sp(2)) bond cleavage. The new process, that takes advantage of a Rh-catalyzed carbyne transfer, relies on a branched-selective fluorination of tertiary allyl cations and is distinguished by a wide scope including natural products and drug molecule derivatives as well as adaptability to radiofluorination. The Royal Society of Chemistry 2022-03-15 /pmc/articles/PMC9006967/ /pubmed/35509472 http://dx.doi.org/10.1039/d2sc00968d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Jiang, Liyin
Sarró, Pau
Teo, Wei Jie
Llop, Jordi
Suero, Marcos G.
Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters
title Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters
title_full Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters
title_fullStr Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters
title_full_unstemmed Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters
title_short Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters
title_sort catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9006967/
https://www.ncbi.nlm.nih.gov/pubmed/35509472
http://dx.doi.org/10.1039/d2sc00968d
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AT teoweijie catalyticalkeneskeletalmodificationfortheconstructionoffluorinatedtertiarystereocenters
AT llopjordi catalyticalkeneskeletalmodificationfortheconstructionoffluorinatedtertiarystereocenters
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