Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach

[Image: see text] The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. Th...

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Autores principales: Wang, Yi-Ming, Bruno, Nicholas C., Placeres, Ángel L., Zhu, Shaolin, Buchwald, Stephen L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4558994/
https://www.ncbi.nlm.nih.gov/pubmed/26256576
http://dx.doi.org/10.1021/jacs.5b07061
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author Wang, Yi-Ming
Bruno, Nicholas C.
Placeres, Ángel L.
Zhu, Shaolin
Buchwald, Stephen L.
author_facet Wang, Yi-Ming
Bruno, Nicholas C.
Placeres, Ángel L.
Zhu, Shaolin
Buchwald, Stephen L.
author_sort Wang, Yi-Ming
collection PubMed
description [Image: see text] The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (−)-paroxetine.
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spelling pubmed-45589942016-08-09 Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach Wang, Yi-Ming Bruno, Nicholas C. Placeres, Ángel L. Zhu, Shaolin Buchwald, Stephen L. J Am Chem Soc [Image: see text] The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (−)-paroxetine. American Chemical Society 2015-08-09 2015-08-26 /pmc/articles/PMC4558994/ /pubmed/26256576 http://dx.doi.org/10.1021/jacs.5b07061 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 Wang, Yi-Ming
Bruno, Nicholas C.
Placeres, Ángel L.
Zhu, Shaolin
Buchwald, Stephen L.
Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach
title Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach
title_full Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach
title_fullStr Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach
title_full_unstemmed Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach
title_short Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach
title_sort enantioselective synthesis of carbo- and heterocycles through a cuh-catalyzed hydroalkylation approach
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4558994/
https://www.ncbi.nlm.nih.gov/pubmed/26256576
http://dx.doi.org/10.1021/jacs.5b07061
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