Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination

[Image: see text] A versatile and general catalytic strategy has been developed for the α-arylation of phosphonoacetates utilizing parallel microscale experimentation. These α-substituted phosphonoacetates are widely useful, notably as substrates in the Horner–Wadsworth–Emmons-type olefinations. How...

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Autores principales: VanGelder, Kelsey F., Wang, Melinda, Kozlowski, Marisa C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2015
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4612770/
https://www.ncbi.nlm.nih.gov/pubmed/26405824
http://dx.doi.org/10.1021/acs.joc.5b01887
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author VanGelder, Kelsey F.
Wang, Melinda
Kozlowski, Marisa C.
author_facet VanGelder, Kelsey F.
Wang, Melinda
Kozlowski, Marisa C.
author_sort VanGelder, Kelsey F.
collection PubMed
description [Image: see text] A versatile and general catalytic strategy has been developed for the α-arylation of phosphonoacetates utilizing parallel microscale experimentation. These α-substituted phosphonoacetates are widely useful, notably as substrates in the Horner–Wadsworth–Emmons-type olefinations. However, the current routes to these products involve harsh conditions, limiting the variety of functionality. The reported method can be used with a variety of aryl chlorides and aryl bromides, including several heterocyclic examples.
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spelling pubmed-46127702015-10-28 Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination VanGelder, Kelsey F. Wang, Melinda Kozlowski, Marisa C. J Org Chem [Image: see text] A versatile and general catalytic strategy has been developed for the α-arylation of phosphonoacetates utilizing parallel microscale experimentation. These α-substituted phosphonoacetates are widely useful, notably as substrates in the Horner–Wadsworth–Emmons-type olefinations. However, the current routes to these products involve harsh conditions, limiting the variety of functionality. The reported method can be used with a variety of aryl chlorides and aryl bromides, including several heterocyclic examples. American Chemical Society 2015-09-25 2015-10-16 /pmc/articles/PMC4612770/ /pubmed/26405824 http://dx.doi.org/10.1021/acs.joc.5b01887 Text en Copyright © 2015 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 VanGelder, Kelsey F.
Wang, Melinda
Kozlowski, Marisa C.
Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination
title Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination
title_full Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination
title_fullStr Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination
title_full_unstemmed Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination
title_short Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner–Wadsworth–Emmons Olefination
title_sort route to α-aryl phosphonoacetates: useful synthetic precursors in the horner–wadsworth–emmons olefination
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4612770/
https://www.ncbi.nlm.nih.gov/pubmed/26405824
http://dx.doi.org/10.1021/acs.joc.5b01887
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