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Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides
The MaxPHOX–Ir catalyst system provided the highest selectivity ever reported for the reduction of cyclic enamides derived from α‐ and β‐tetralones. This result indicates that iridium catalysts are also proficient in reducing alkenes bearing metal‐coordinating groups. In the present system, selectiv...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5084810/ https://www.ncbi.nlm.nih.gov/pubmed/27186653 http://dx.doi.org/10.1002/anie.201602219 |
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author | Salomó, Ernest Orgué, Sílvia Riera, Antoni Verdaguer, Xavier |
author_facet | Salomó, Ernest Orgué, Sílvia Riera, Antoni Verdaguer, Xavier |
author_sort | Salomó, Ernest |
collection | PubMed |
description | The MaxPHOX–Ir catalyst system provided the highest selectivity ever reported for the reduction of cyclic enamides derived from α‐ and β‐tetralones. This result indicates that iridium catalysts are also proficient in reducing alkenes bearing metal‐coordinating groups. In the present system, selectivity was pressure‐dependent: In most cases, a decrease in the H(2) pressure to 3 bar resulted in an increase in enantioselectivity. Moreover, the process can be carried out in environmentally friendly solvents, such as methanol and ethyl acetate, with no loss of selectivity. |
format | Online Article Text |
id | pubmed-5084810 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-50848102016-11-09 Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides Salomó, Ernest Orgué, Sílvia Riera, Antoni Verdaguer, Xavier Angew Chem Int Ed Engl Communications The MaxPHOX–Ir catalyst system provided the highest selectivity ever reported for the reduction of cyclic enamides derived from α‐ and β‐tetralones. This result indicates that iridium catalysts are also proficient in reducing alkenes bearing metal‐coordinating groups. In the present system, selectivity was pressure‐dependent: In most cases, a decrease in the H(2) pressure to 3 bar resulted in an increase in enantioselectivity. Moreover, the process can be carried out in environmentally friendly solvents, such as methanol and ethyl acetate, with no loss of selectivity. John Wiley and Sons Inc. 2016-05-17 2016-07-04 /pmc/articles/PMC5084810/ /pubmed/27186653 http://dx.doi.org/10.1002/anie.201602219 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial (http://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Communications Salomó, Ernest Orgué, Sílvia Riera, Antoni Verdaguer, Xavier Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides |
title | Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides |
title_full | Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides |
title_fullStr | Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides |
title_full_unstemmed | Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides |
title_short | Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides |
title_sort | highly enantioselective iridium‐catalyzed hydrogenation of cyclic enamides |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5084810/ https://www.ncbi.nlm.nih.gov/pubmed/27186653 http://dx.doi.org/10.1002/anie.201602219 |
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