Direct catalytic cross-coupling of alkenyllithium compounds

A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd(2)(dba)(3)/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In ad...

Descripción completa

Detalles Bibliográficos
Autores principales: Hornillos, Valentín, Giannerini, Massimo, Vila, Carlos, Fañanás-Mastral, Martín, Feringa, Ben L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5811103/
https://www.ncbi.nlm.nih.gov/pubmed/29560227
http://dx.doi.org/10.1039/c4sc03117b
_version_ 1783299814459441152
author Hornillos, Valentín
Giannerini, Massimo
Vila, Carlos
Fañanás-Mastral, Martín
Feringa, Ben L.
author_facet Hornillos, Valentín
Giannerini, Massimo
Vila, Carlos
Fañanás-Mastral, Martín
Feringa, Ben L.
author_sort Hornillos, Valentín
collection PubMed
description A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd(2)(dba)(3)/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl)lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding methyl ketones in a one pot procedure.
format Online
Article
Text
id pubmed-5811103
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-58111032018-03-20 Direct catalytic cross-coupling of alkenyllithium compounds Hornillos, Valentín Giannerini, Massimo Vila, Carlos Fañanás-Mastral, Martín Feringa, Ben L. Chem Sci Chemistry A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd(2)(dba)(3)/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl)lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding methyl ketones in a one pot procedure. Royal Society of Chemistry 2015-02-01 2014-11-28 /pmc/articles/PMC5811103/ /pubmed/29560227 http://dx.doi.org/10.1039/c4sc03117b Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Hornillos, Valentín
Giannerini, Massimo
Vila, Carlos
Fañanás-Mastral, Martín
Feringa, Ben L.
Direct catalytic cross-coupling of alkenyllithium compounds
title Direct catalytic cross-coupling of alkenyllithium compounds
title_full Direct catalytic cross-coupling of alkenyllithium compounds
title_fullStr Direct catalytic cross-coupling of alkenyllithium compounds
title_full_unstemmed Direct catalytic cross-coupling of alkenyllithium compounds
title_short Direct catalytic cross-coupling of alkenyllithium compounds
title_sort direct catalytic cross-coupling of alkenyllithium compounds
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5811103/
https://www.ncbi.nlm.nih.gov/pubmed/29560227
http://dx.doi.org/10.1039/c4sc03117b
work_keys_str_mv AT hornillosvalentin directcatalyticcrosscouplingofalkenyllithiumcompounds
AT giannerinimassimo directcatalyticcrosscouplingofalkenyllithiumcompounds
AT vilacarlos directcatalyticcrosscouplingofalkenyllithiumcompounds
AT fananasmastralmartin directcatalyticcrosscouplingofalkenyllithiumcompounds
AT feringabenl directcatalyticcrosscouplingofalkenyllithiumcompounds

Ejemplares similares