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Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives

A cobalt-catalyzed acylation reaction of various primary, secondary and tertiary alkyl, benzyl and (hetero)aryl S-pyridyl thioesters with (hetero)arylzinc pivalates is reported. The thioesters were prepared directly from the corresponding carboxylic acids under mild conditions, thus tolerating sensi...

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Detalles Bibliográficos
Autores principales: Lutter, Ferdinand H., Grokenberger, Lucie, Hofmayer, Maximilian S., Knochel, Paul
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6788507/
https://www.ncbi.nlm.nih.gov/pubmed/31673324
http://dx.doi.org/10.1039/c9sc01817d
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author Lutter, Ferdinand H.
Grokenberger, Lucie
Hofmayer, Maximilian S.
Knochel, Paul
author_facet Lutter, Ferdinand H.
Grokenberger, Lucie
Hofmayer, Maximilian S.
Knochel, Paul
author_sort Lutter, Ferdinand H.
collection PubMed
description A cobalt-catalyzed acylation reaction of various primary, secondary and tertiary alkyl, benzyl and (hetero)aryl S-pyridyl thioesters with (hetero)arylzinc pivalates is reported. The thioesters were prepared directly from the corresponding carboxylic acids under mild conditions, thus tolerating sensitive functional groups. Acylations of α-chiral S-pyridyl esters proceeded with very high stereoretention leading to optically enriched α-chiral ketones.
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spelling pubmed-67885072019-10-31 Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives Lutter, Ferdinand H. Grokenberger, Lucie Hofmayer, Maximilian S. Knochel, Paul Chem Sci Chemistry A cobalt-catalyzed acylation reaction of various primary, secondary and tertiary alkyl, benzyl and (hetero)aryl S-pyridyl thioesters with (hetero)arylzinc pivalates is reported. The thioesters were prepared directly from the corresponding carboxylic acids under mild conditions, thus tolerating sensitive functional groups. Acylations of α-chiral S-pyridyl esters proceeded with very high stereoretention leading to optically enriched α-chiral ketones. Royal Society of Chemistry 2019-07-11 /pmc/articles/PMC6788507/ /pubmed/31673324 http://dx.doi.org/10.1039/c9sc01817d Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Lutter, Ferdinand H.
Grokenberger, Lucie
Hofmayer, Maximilian S.
Knochel, Paul
Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives
title Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives
title_full Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives
title_fullStr Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives
title_full_unstemmed Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives
title_short Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives
title_sort cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6788507/
https://www.ncbi.nlm.nih.gov/pubmed/31673324
http://dx.doi.org/10.1039/c9sc01817d
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AT hofmayermaximilians cobaltcatalyzedacylationreactionsofheteroarylzincpivalateswiththiopyridylesterderivatives
AT knochelpaul cobaltcatalyzedacylationreactionsofheteroarylzincpivalateswiththiopyridylesterderivatives