Proline-promoted dehydroxylation of α-ketols

A new single-step proline-potassium acetate promoted reductive dehydroxylation of α-ketols is reported. We introduce the unexplored reactivity of proline and, for the first time, reveal its ability to function as a reducing agent. The developed metal-free and open-flask operation generally results i...

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Autores principales: Mostinski, Yelena, Lankri, David, Konovalov, Yana, Nataf, Riva, Tsvelikhovsky, Dmitry
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7006627/
https://www.ncbi.nlm.nih.gov/pubmed/32110298
http://dx.doi.org/10.1039/c9sc02543j
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author Mostinski, Yelena
Lankri, David
Konovalov, Yana
Nataf, Riva
Tsvelikhovsky, Dmitry
author_facet Mostinski, Yelena
Lankri, David
Konovalov, Yana
Nataf, Riva
Tsvelikhovsky, Dmitry
author_sort Mostinski, Yelena
collection PubMed
description A new single-step proline-potassium acetate promoted reductive dehydroxylation of α-ketols is reported. We introduce the unexplored reactivity of proline and, for the first time, reveal its ability to function as a reducing agent. The developed metal-free and open-flask operation generally results in good yields. Our protocol allows the challenging selective dehydroxylation of hydroxyketones without affecting other functional groups.
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spelling pubmed-70066272020-02-27 Proline-promoted dehydroxylation of α-ketols Mostinski, Yelena Lankri, David Konovalov, Yana Nataf, Riva Tsvelikhovsky, Dmitry Chem Sci Chemistry A new single-step proline-potassium acetate promoted reductive dehydroxylation of α-ketols is reported. We introduce the unexplored reactivity of proline and, for the first time, reveal its ability to function as a reducing agent. The developed metal-free and open-flask operation generally results in good yields. Our protocol allows the challenging selective dehydroxylation of hydroxyketones without affecting other functional groups. Royal Society of Chemistry 2019-08-19 /pmc/articles/PMC7006627/ /pubmed/32110298 http://dx.doi.org/10.1039/c9sc02543j Text en This journal is © The Royal Society of Chemistry 2019 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
Mostinski, Yelena
Lankri, David
Konovalov, Yana
Nataf, Riva
Tsvelikhovsky, Dmitry
Proline-promoted dehydroxylation of α-ketols
title Proline-promoted dehydroxylation of α-ketols
title_full Proline-promoted dehydroxylation of α-ketols
title_fullStr Proline-promoted dehydroxylation of α-ketols
title_full_unstemmed Proline-promoted dehydroxylation of α-ketols
title_short Proline-promoted dehydroxylation of α-ketols
title_sort proline-promoted dehydroxylation of α-ketols
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7006627/
https://www.ncbi.nlm.nih.gov/pubmed/32110298
http://dx.doi.org/10.1039/c9sc02543j
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AT konovalovyana prolinepromoteddehydroxylationofaketols
AT natafriva prolinepromoteddehydroxylationofaketols
AT tsvelikhovskydmitry prolinepromoteddehydroxylationofaketols

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