Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides

[Image: see text] A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactio...

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Autores principales: Molander, Gary A., Argintaru, O. Andreea
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993782/
https://www.ncbi.nlm.nih.gov/pubmed/24666316
http://dx.doi.org/10.1021/ol500408a
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author Molander, Gary A.
Argintaru, O. Andreea
author_facet Molander, Gary A.
Argintaru, O. Andreea
author_sort Molander, Gary A.
collection PubMed
description [Image: see text] A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactions of highly substituted E- and Z-alkenyltrifluoroborates, as well as vinyl- and propenyltrifluoroborates, were successful, and no loss of stereochemistry or regiochemistry was observed.
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spelling pubmed-39937822015-03-25 Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides Molander, Gary A. Argintaru, O. Andreea Org Lett [Image: see text] A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactions of highly substituted E- and Z-alkenyltrifluoroborates, as well as vinyl- and propenyltrifluoroborates, were successful, and no loss of stereochemistry or regiochemistry was observed. American Chemical Society 2014-03-25 2014-04-04 /pmc/articles/PMC3993782/ /pubmed/24666316 http://dx.doi.org/10.1021/ol500408a Text en Copyright © 2014 American Chemical Society
spellingShingle Molander, Gary A.
Argintaru, O. Andreea
Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
title Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
title_full Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
title_fullStr Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
title_full_unstemmed Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
title_short Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
title_sort stereospecific ni-catalyzed cross-coupling of potassium alkenyltrifluoroborates with alkyl halides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3993782/
https://www.ncbi.nlm.nih.gov/pubmed/24666316
http://dx.doi.org/10.1021/ol500408a
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