Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts

[Image: see text] A catalytic enantioselective and regiodivergent arylation of alkenes is described. Chiral copper(II)bisoxazoline complexes catalyze the addition of diaryliodonium salts to allylic amides in excellent ee. Moreover, the arylation can be controlled by the electronic nature of the diar...

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Autores principales: Cahard, Elise, Male, Henry P. J., Tissot, Matthieu, Gaunt, Matthew J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4569064/
https://www.ncbi.nlm.nih.gov/pubmed/26090564
http://dx.doi.org/10.1021/jacs.5b03937
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author Cahard, Elise
Male, Henry P. J.
Tissot, Matthieu
Gaunt, Matthew J.
author_facet Cahard, Elise
Male, Henry P. J.
Tissot, Matthieu
Gaunt, Matthew J.
author_sort Cahard, Elise
collection PubMed
description [Image: see text] A catalytic enantioselective and regiodivergent arylation of alkenes is described. Chiral copper(II)bisoxazoline complexes catalyze the addition of diaryliodonium salts to allylic amides in excellent ee. Moreover, the arylation can be controlled by the electronic nature of the diaryliodonium salt enabling the preparation of nonracemic diaryloxazines or β,β′-diaryl enamides.
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spelling pubmed-45690642015-09-21 Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts Cahard, Elise Male, Henry P. J. Tissot, Matthieu Gaunt, Matthew J. J Am Chem Soc [Image: see text] A catalytic enantioselective and regiodivergent arylation of alkenes is described. Chiral copper(II)bisoxazoline complexes catalyze the addition of diaryliodonium salts to allylic amides in excellent ee. Moreover, the arylation can be controlled by the electronic nature of the diaryliodonium salt enabling the preparation of nonracemic diaryloxazines or β,β′-diaryl enamides. American Chemical Society 2015-06-19 2015-07-01 /pmc/articles/PMC4569064/ /pubmed/26090564 http://dx.doi.org/10.1021/jacs.5b03937 Text en Copyright © 2015 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Cahard, Elise
Male, Henry P. J.
Tissot, Matthieu
Gaunt, Matthew J.
Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts
title Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts
title_full Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts
title_fullStr Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts
title_full_unstemmed Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts
title_short Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts
title_sort enantioselective and regiodivergent copper-catalyzed electrophilic arylation of allylic amides with diaryliodonium salts
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4569064/
https://www.ncbi.nlm.nih.gov/pubmed/26090564
http://dx.doi.org/10.1021/jacs.5b03937
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