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Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes
The previously reported concept of using mixtures of monodentate ligands in a combinatorial manner in order to influence enantio- or regioselectivity of transition metal catalyzed processes has been extended to include diastereoselectivity. Accordingly, 1,2- and 1,3-asymmetric induction in the Rh-ca...
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Formato: | Texto |
Lenguaje: | English |
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Beilstein-Institut
2005
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1399451/ https://www.ncbi.nlm.nih.gov/pubmed/16542016 http://dx.doi.org/10.1186/1860-5397-1-3 |
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author | Reetz, Manfred T Guo, Hongchao |
author_facet | Reetz, Manfred T Guo, Hongchao |
author_sort | Reetz, Manfred T |
collection | PubMed |
description | The previously reported concept of using mixtures of monodentate ligands in a combinatorial manner in order to influence enantio- or regioselectivity of transition metal catalyzed processes has been extended to include diastereoselectivity. Accordingly, 1,2- and 1,3-asymmetric induction in the Rh-catalyzed hydrogenation of a chiral allylic alcohol and a chiral homo-allylic alcohol has been studied by using mixtures of monodentate P-ligands. It was found that appropriate 1:1 mixtures of two different P-ligands enhance the degree of diastereoselectivity relative to the use of the respective pure ligands themselves. Here, as in the previous cases regarding enantio- or regioselectivity, this type of combinatorial catalysis leads to improved catalytic profiles without the need to prepare new ligands. |
format | Text |
id | pubmed-1399451 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2005 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-13994512006-03-13 Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes Reetz, Manfred T Guo, Hongchao Beilstein J Org Chem Preliminary Communication The previously reported concept of using mixtures of monodentate ligands in a combinatorial manner in order to influence enantio- or regioselectivity of transition metal catalyzed processes has been extended to include diastereoselectivity. Accordingly, 1,2- and 1,3-asymmetric induction in the Rh-catalyzed hydrogenation of a chiral allylic alcohol and a chiral homo-allylic alcohol has been studied by using mixtures of monodentate P-ligands. It was found that appropriate 1:1 mixtures of two different P-ligands enhance the degree of diastereoselectivity relative to the use of the respective pure ligands themselves. Here, as in the previous cases regarding enantio- or regioselectivity, this type of combinatorial catalysis leads to improved catalytic profiles without the need to prepare new ligands. Beilstein-Institut 2005-08-26 /pmc/articles/PMC1399451/ /pubmed/16542016 http://dx.doi.org/10.1186/1860-5397-1-3 Text en Copyright © 2005, Reetz and Guo https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Preliminary Communication Reetz, Manfred T Guo, Hongchao Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes |
title | Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes |
title_full | Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes |
title_fullStr | Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes |
title_full_unstemmed | Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes |
title_short | Mixtures of monodentate P-ligands as a means to control the diastereoselectivity in Rh-catalyzed hydrogenation of chiral alkenes |
title_sort | mixtures of monodentate p-ligands as a means to control the diastereoselectivity in rh-catalyzed hydrogenation of chiral alkenes |
topic | Preliminary Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1399451/ https://www.ncbi.nlm.nih.gov/pubmed/16542016 http://dx.doi.org/10.1186/1860-5397-1-3 |
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