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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...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2014
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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. |
format | Online Article Text |
id | pubmed-4210114 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT cherneyalanh nickelcatalyzedasymmetricreductivecrosscouplingbetweenvinylandbenzylelectrophiles AT reismansarahe nickelcatalyzedasymmetricreductivecrosscouplingbetweenvinylandbenzylelectrophiles |