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Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles

[Image: see text] A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A...

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Autores principales: Cherney, Alan H., Reisman, Sarah E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4210114/
https://www.ncbi.nlm.nih.gov/pubmed/25245492
http://dx.doi.org/10.1021/ja508067c
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author Cherney, Alan H.
Reisman, Sarah E.
author_facet Cherney, Alan H.
Reisman, Sarah E.
author_sort Cherney, Alan H.
collection PubMed
description [Image: see text] A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation.
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spelling pubmed-42101142015-09-22 Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles Cherney, Alan H. Reisman, Sarah E. J Am Chem Soc [Image: see text] A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation. American Chemical Society 2014-09-22 2014-10-15 /pmc/articles/PMC4210114/ /pubmed/25245492 http://dx.doi.org/10.1021/ja508067c Text en Copyright © 2014 American Chemical Society
spellingShingle Cherney, Alan H.
Reisman, Sarah E.
Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
title Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
title_full Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
title_fullStr Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
title_full_unstemmed Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
title_short Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
title_sort nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4210114/
https://www.ncbi.nlm.nih.gov/pubmed/25245492
http://dx.doi.org/10.1021/ja508067c
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AT reismansarahe nickelcatalyzedasymmetricreductivecrosscouplingbetweenvinylandbenzylelectrophiles