Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand

The first efficient palladium(0)-catalyzed enantioselective C(sp(3))–H activation reaction using a catalytic chiral base and an achiral phosphine ligand is reported. Fine-tuning the binol-derived phosphoric acid pre-catalyst and the reaction conditions was found to be crucial to achieve high levels...

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Detalles Bibliográficos
Autores principales: Yang, Lei, Melot, Romain, Neuburger, Markus, Baudoin, Olivier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5360168/
https://www.ncbi.nlm.nih.gov/pubmed/28451275
http://dx.doi.org/10.1039/c6sc04006c
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author Yang, Lei
Melot, Romain
Neuburger, Markus
Baudoin, Olivier
author_facet Yang, Lei
Melot, Romain
Neuburger, Markus
Baudoin, Olivier
author_sort Yang, Lei
collection PubMed
description The first efficient palladium(0)-catalyzed enantioselective C(sp(3))–H activation reaction using a catalytic chiral base and an achiral phosphine ligand is reported. Fine-tuning the binol-derived phosphoric acid pre-catalyst and the reaction conditions was found to be crucial to achieve high levels of enantioselectivity for a variety of indoline products containing both tri- and tetrasubstituted stereocenters.
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spelling pubmed-53601682017-04-27 Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand Yang, Lei Melot, Romain Neuburger, Markus Baudoin, Olivier Chem Sci Chemistry The first efficient palladium(0)-catalyzed enantioselective C(sp(3))–H activation reaction using a catalytic chiral base and an achiral phosphine ligand is reported. Fine-tuning the binol-derived phosphoric acid pre-catalyst and the reaction conditions was found to be crucial to achieve high levels of enantioselectivity for a variety of indoline products containing both tri- and tetrasubstituted stereocenters. Royal Society of Chemistry 2017-02-01 2016-10-11 /pmc/articles/PMC5360168/ /pubmed/28451275 http://dx.doi.org/10.1039/c6sc04006c Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by-nc/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial 3.0 Unported License (http://creativecommons.org/licenses/by-nc/3.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Yang, Lei
Melot, Romain
Neuburger, Markus
Baudoin, Olivier
Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand
title Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand
title_full Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand
title_fullStr Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand
title_full_unstemmed Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand
title_short Palladium(0)-catalyzed asymmetric C(sp(3))–H arylation using a chiral binol-derived phosphate and an achiral ligand
title_sort palladium(0)-catalyzed asymmetric c(sp(3))–h arylation using a chiral binol-derived phosphate and an achiral ligand
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5360168/
https://www.ncbi.nlm.nih.gov/pubmed/28451275
http://dx.doi.org/10.1039/c6sc04006c
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