Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes

[Image: see text] The development of an enantioselective palladium-catalyzed 1,1-fluoroarylation of unactivated aminoalkenes is described. The reaction uses arylboronic acids as the arene source and Selectfluor as the fluorine source to generate benzylic fluorides in good yields with excellent enant...

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Autores principales: He, Ying, Yang, Zhenyu, Thornbury, Richard T., Toste, F. Dean
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4601482/
https://www.ncbi.nlm.nih.gov/pubmed/26378886
http://dx.doi.org/10.1021/jacs.5b07795
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author He, Ying
Yang, Zhenyu
Thornbury, Richard T.
Toste, F. Dean
author_facet He, Ying
Yang, Zhenyu
Thornbury, Richard T.
Toste, F. Dean
author_sort He, Ying
collection PubMed
description [Image: see text] The development of an enantioselective palladium-catalyzed 1,1-fluoroarylation of unactivated aminoalkenes is described. The reaction uses arylboronic acids as the arene source and Selectfluor as the fluorine source to generate benzylic fluorides in good yields with excellent enantioselectivities. This transformation, likely proceeding through an oxidative Heck mechanism, affords 1,1-difunctionalized alkene products.
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spelling pubmed-46014822016-09-17 Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes He, Ying Yang, Zhenyu Thornbury, Richard T. Toste, F. Dean J Am Chem Soc [Image: see text] The development of an enantioselective palladium-catalyzed 1,1-fluoroarylation of unactivated aminoalkenes is described. The reaction uses arylboronic acids as the arene source and Selectfluor as the fluorine source to generate benzylic fluorides in good yields with excellent enantioselectivities. This transformation, likely proceeding through an oxidative Heck mechanism, affords 1,1-difunctionalized alkene products. American Chemical Society 2015-09-17 2015-09-30 /pmc/articles/PMC4601482/ /pubmed/26378886 http://dx.doi.org/10.1021/jacs.5b07795 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle He, Ying
Yang, Zhenyu
Thornbury, Richard T.
Toste, F. Dean
Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes
title Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes
title_full Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes
title_fullStr Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes
title_full_unstemmed Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes
title_short Palladium-Catalyzed Enantioselective 1,1-Fluoroarylation of Aminoalkenes
title_sort palladium-catalyzed enantioselective 1,1-fluoroarylation of aminoalkenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4601482/
https://www.ncbi.nlm.nih.gov/pubmed/26378886
http://dx.doi.org/10.1021/jacs.5b07795
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