Cargando…
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...
Autores principales: | , , |
---|---|
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 |
_version_ | 1783583211369005056 |
---|---|
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. |
format | Online Article Text |
id | pubmed-7496949 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT vyasvijyeshk sulfonegroupasaversatileandremovabledirectinggroupforasymmetrictransferhydrogenationofketones AT clarksonguyj sulfonegroupasaversatileandremovabledirectinggroupforasymmetrictransferhydrogenationofketones AT willsmartin sulfonegroupasaversatileandremovabledirectinggroupforasymmetrictransferhydrogenationofketones |