Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage

An unconventional cleavage of an unstrained carbon–carbon bond in allylic alcohols can be induced by the use of N-fluorobenzenesulfonimide (NFSI) under catalyst-free conditions. By using this simple procedure, a wide range of functionalized Z-fluoroalkenes can be accessed in high yield and selectivi...

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Detalles Bibliográficos
Autores principales: Liu, Tang-Lin, Wu, Ji’En, Zhao, Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5578365/
https://www.ncbi.nlm.nih.gov/pubmed/28966780
http://dx.doi.org/10.1039/c7sc00483d
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author Liu, Tang-Lin
Wu, Ji’En
Zhao, Yu
author_facet Liu, Tang-Lin
Wu, Ji’En
Zhao, Yu
author_sort Liu, Tang-Lin
collection PubMed
description An unconventional cleavage of an unstrained carbon–carbon bond in allylic alcohols can be induced by the use of N-fluorobenzenesulfonimide (NFSI) under catalyst-free conditions. By using this simple procedure, a wide range of functionalized Z-fluoroalkenes can be accessed in high yield and selectivity from cyclic and acyclic allylic alcohols.
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spelling pubmed-55783652017-09-29 Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage Liu, Tang-Lin Wu, Ji’En Zhao, Yu Chem Sci Chemistry An unconventional cleavage of an unstrained carbon–carbon bond in allylic alcohols can be induced by the use of N-fluorobenzenesulfonimide (NFSI) under catalyst-free conditions. By using this simple procedure, a wide range of functionalized Z-fluoroalkenes can be accessed in high yield and selectivity from cyclic and acyclic allylic alcohols. Royal Society of Chemistry 2017-05-01 2017-03-20 /pmc/articles/PMC5578365/ /pubmed/28966780 http://dx.doi.org/10.1039/c7sc00483d Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by-nc/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial 3.0 Unported License (http://creativecommons.org/licenses/by-nc/3.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Liu, Tang-Lin
Wu, Ji’En
Zhao, Yu
Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage
title Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage
title_full Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage
title_fullStr Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage
title_full_unstemmed Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage
title_short Divergent reactivities in fluoronation of allylic alcohols: synthesis of Z-fluoroalkenes via carbon–carbon bond cleavage
title_sort divergent reactivities in fluoronation of allylic alcohols: synthesis of z-fluoroalkenes via carbon–carbon bond cleavage
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5578365/
https://www.ncbi.nlm.nih.gov/pubmed/28966780
http://dx.doi.org/10.1039/c7sc00483d
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AT zhaoyu divergentreactivitiesinfluoronationofallylicalcoholssynthesisofzfluoroalkenesviacarboncarbonbondcleavage

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