Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines

[Image: see text] Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides with high enantiomeric exc...

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Autores principales: Beaud, Rodolphe, Phipps, Robert J., Gaunt, Matthew J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5065240/
https://www.ncbi.nlm.nih.gov/pubmed/27689432
http://dx.doi.org/10.1021/jacs.6b09334
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author Beaud, Rodolphe
Phipps, Robert J.
Gaunt, Matthew J.
author_facet Beaud, Rodolphe
Phipps, Robert J.
Gaunt, Matthew J.
author_sort Beaud, Rodolphe
collection PubMed
description [Image: see text] Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides with high enantiomeric excess. The new process is demonstrated on a wide range of substrates and leads to products that are well-established P-chiral catalysts and ligands.
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spelling pubmed-50652402016-10-15 Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines Beaud, Rodolphe Phipps, Robert J. Gaunt, Matthew J. J Am Chem Soc [Image: see text] Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides with high enantiomeric excess. The new process is demonstrated on a wide range of substrates and leads to products that are well-established P-chiral catalysts and ligands. American Chemical Society 2016-09-30 2016-10-12 /pmc/articles/PMC5065240/ /pubmed/27689432 http://dx.doi.org/10.1021/jacs.6b09334 Text en Copyright © 2016 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Beaud, Rodolphe
Phipps, Robert J.
Gaunt, Matthew J.
Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
title Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
title_full Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
title_fullStr Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
title_full_unstemmed Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
title_short Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
title_sort enantioselective cu-catalyzed arylation of secondary phosphine oxides with diaryliodonium salts toward the synthesis of p-chiral phosphines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5065240/
https://www.ncbi.nlm.nih.gov/pubmed/27689432
http://dx.doi.org/10.1021/jacs.6b09334
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AT gauntmatthewj enantioselectivecucatalyzedarylationofsecondaryphosphineoxideswithdiaryliodoniumsaltstowardthesynthesisofpchiralphosphines

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