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Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones

The sulfone functional group has a strong capacity to direct the asymmetric transfer hydrogenation (ATH) of ketones in the presence of [(arene)Ru(TsDPEN)H] complexes by adopting a position distal to the η(6)‐arene ring. This preference provides a means for the prediction of the sense of asymmetric r...

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Autores principales: Vyas, Vijyesh K., Clarkson, Guy J., Wills, Martin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7496949/
https://www.ncbi.nlm.nih.gov/pubmed/32463162
http://dx.doi.org/10.1002/anie.202004658
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author Vyas, Vijyesh K.
Clarkson, Guy J.
Wills, Martin
author_facet Vyas, Vijyesh K.
Clarkson, Guy J.
Wills, Martin
author_sort Vyas, Vijyesh K.
collection PubMed
description The sulfone functional group has a strong capacity to direct the asymmetric transfer hydrogenation (ATH) of ketones in the presence of [(arene)Ru(TsDPEN)H] complexes by adopting a position distal to the η(6)‐arene ring. This preference provides a means for the prediction of the sense of asymmetric reduction. The sulfone group also facilitates the formation of a range of reduction substrates, and its ready removal provides a route to enantiomerically enriched alcohols that would otherwise be extremely difficult to prepare by direct ATH of the corresponding ketones.
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spelling pubmed-74969492020-09-25 Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones Vyas, Vijyesh K. Clarkson, Guy J. Wills, Martin Angew Chem Int Ed Engl Communications The sulfone functional group has a strong capacity to direct the asymmetric transfer hydrogenation (ATH) of ketones in the presence of [(arene)Ru(TsDPEN)H] complexes by adopting a position distal to the η(6)‐arene ring. This preference provides a means for the prediction of the sense of asymmetric reduction. The sulfone group also facilitates the formation of a range of reduction substrates, and its ready removal provides a route to enantiomerically enriched alcohols that would otherwise be extremely difficult to prepare by direct ATH of the corresponding ketones. John Wiley and Sons Inc. 2020-07-01 2020-08-17 /pmc/articles/PMC7496949/ /pubmed/32463162 http://dx.doi.org/10.1002/anie.202004658 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Vyas, Vijyesh K.
Clarkson, Guy J.
Wills, Martin
Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
title Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
title_full Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
title_fullStr Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
title_full_unstemmed Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
title_short Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
title_sort sulfone group as a versatile and removable directing group for asymmetric transfer hydrogenation of ketones
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7496949/
https://www.ncbi.nlm.nih.gov/pubmed/32463162
http://dx.doi.org/10.1002/anie.202004658
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