Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach

[Image: see text] The reductive coupling of aldehydes and alkenes is an emerging technology that holds the potential to reinvent carbonyl addition chemistry. However, existing enantioselective methods are limited to form “branched” products. Herein, we present a directed enantio- and diastereoselect...

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Autores principales: Li, Jing, Preinfalk, Alexander, Maulide, Nuno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6342409/
https://www.ncbi.nlm.nih.gov/pubmed/30576130
http://dx.doi.org/10.1021/jacs.8b12242
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author Li, Jing
Preinfalk, Alexander
Maulide, Nuno
author_facet Li, Jing
Preinfalk, Alexander
Maulide, Nuno
author_sort Li, Jing
collection PubMed
description [Image: see text] The reductive coupling of aldehydes and alkenes is an emerging technology that holds the potential to reinvent carbonyl addition chemistry. However, existing enantioselective methods are limited to form “branched” products. Herein, we present a directed enantio- and diastereoselective alkylation of aldehydes with simple olefins to selectively yield linear coupling products. This is achieved by redox-neutral remote functionalization, whereby a tethering “catch–release” strategy decisively solves the key problems of reactivity and selectivity.
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spelling pubmed-63424092019-01-23 Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach Li, Jing Preinfalk, Alexander Maulide, Nuno J Am Chem Soc [Image: see text] The reductive coupling of aldehydes and alkenes is an emerging technology that holds the potential to reinvent carbonyl addition chemistry. However, existing enantioselective methods are limited to form “branched” products. Herein, we present a directed enantio- and diastereoselective alkylation of aldehydes with simple olefins to selectively yield linear coupling products. This is achieved by redox-neutral remote functionalization, whereby a tethering “catch–release” strategy decisively solves the key problems of reactivity and selectivity. American Chemical Society 2018-12-21 2019-01-09 /pmc/articles/PMC6342409/ /pubmed/30576130 http://dx.doi.org/10.1021/jacs.8b12242 Text en Copyright © 2018 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 Li, Jing
Preinfalk, Alexander
Maulide, Nuno
Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach
title Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach
title_full Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach
title_fullStr Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach
title_full_unstemmed Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach
title_short Enantioselective Redox-Neutral Coupling of Aldehydes and Alkenes by an Iron-Catalyzed “Catch–Release” Tethering Approach
title_sort enantioselective redox-neutral coupling of aldehydes and alkenes by an iron-catalyzed “catch–release” tethering approach
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6342409/
https://www.ncbi.nlm.nih.gov/pubmed/30576130
http://dx.doi.org/10.1021/jacs.8b12242
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AT maulidenuno enantioselectiveredoxneutralcouplingofaldehydesandalkenesbyanironcatalyzedcatchreleasetetheringapproach

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