A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds

[Image: see text] A copper-catalyzed site-selective propargylation/allenylation reaction toward carbonyl compounds has been mechanistically investigated using a computational approach. Different reaction pathways and catalytic cycles were investigated. Control of the site selectivity arises from a d...

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Autores principales: Zou, Yike, Gutierrez, Osvaldo, Sader, Avery C., Patel, Nitinchandra D., Fandrick, Daniel R., Busacca, Carl A., Fandrick, Keith R., Kozlowski, Marisa, Senanayake, Chris H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5718194/
https://www.ncbi.nlm.nih.gov/pubmed/29095633
http://dx.doi.org/10.1021/acs.orglett.7b02845
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author Zou, Yike
Gutierrez, Osvaldo
Sader, Avery C.
Patel, Nitinchandra D.
Fandrick, Daniel R.
Busacca, Carl A.
Fandrick, Keith R.
Kozlowski, Marisa
Senanayake, Chris H.
author_facet Zou, Yike
Gutierrez, Osvaldo
Sader, Avery C.
Patel, Nitinchandra D.
Fandrick, Daniel R.
Busacca, Carl A.
Fandrick, Keith R.
Kozlowski, Marisa
Senanayake, Chris H.
author_sort Zou, Yike
collection PubMed
description [Image: see text] A copper-catalyzed site-selective propargylation/allenylation reaction toward carbonyl compounds has been mechanistically investigated using a computational approach. Different reaction pathways and catalytic cycles were investigated. Control of the site selectivity arises from a destabilizing interaction introduced by the phenyl-substituted ligand.
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spelling pubmed-57181942018-11-02 A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds Zou, Yike Gutierrez, Osvaldo Sader, Avery C. Patel, Nitinchandra D. Fandrick, Daniel R. Busacca, Carl A. Fandrick, Keith R. Kozlowski, Marisa Senanayake, Chris H. Org Lett [Image: see text] A copper-catalyzed site-selective propargylation/allenylation reaction toward carbonyl compounds has been mechanistically investigated using a computational approach. Different reaction pathways and catalytic cycles were investigated. Control of the site selectivity arises from a destabilizing interaction introduced by the phenyl-substituted ligand. American Chemical Society 2017-11-02 2017-11-17 /pmc/articles/PMC5718194/ /pubmed/29095633 http://dx.doi.org/10.1021/acs.orglett.7b02845 Text en Copyright © 2017 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 Zou, Yike
Gutierrez, Osvaldo
Sader, Avery C.
Patel, Nitinchandra D.
Fandrick, Daniel R.
Busacca, Carl A.
Fandrick, Keith R.
Kozlowski, Marisa
Senanayake, Chris H.
A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
title A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
title_full A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
title_fullStr A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
title_full_unstemmed A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
title_short A Computational Investigation of the Ligand-Controlled Cu-Catalyzed Site-Selective Propargylation and Allenylation of Carbonyl Compounds
title_sort computational investigation of the ligand-controlled cu-catalyzed site-selective propargylation and allenylation of carbonyl compounds
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5718194/
https://www.ncbi.nlm.nih.gov/pubmed/29095633
http://dx.doi.org/10.1021/acs.orglett.7b02845
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