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Palladium Hydride Promoted Stereoselective Isomerization of Unactivated Di(exo)methylenes to Endocyclic Dienes
[Image: see text] The exomethylenes of 2,6-disubstituted bicyclo[3.3.1]nonan-9-ones 2 are readily isomerized over a palladium catalyst under an atmosphere of hydrogen to predominantly form the isomer 3 with C(2) symmetry with very little formation of the analogous product with C(s) symmetry. A hydro...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American
Chemical Society
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4018140/ https://www.ncbi.nlm.nih.gov/pubmed/24720691 http://dx.doi.org/10.1021/ol500710v |
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author | Jung, Michael E. Lee, Gloria S. Pham, Hung V. Houk, K. N. |
author_facet | Jung, Michael E. Lee, Gloria S. Pham, Hung V. Houk, K. N. |
author_sort | Jung, Michael E. |
collection | PubMed |
description | [Image: see text] The exomethylenes of 2,6-disubstituted bicyclo[3.3.1]nonan-9-ones 2 are readily isomerized over a palladium catalyst under an atmosphere of hydrogen to predominantly form the isomer 3 with C(2) symmetry with very little formation of the analogous product with C(s) symmetry. A hydrogen source is essential to effect the rearrangement. |
format | Online Article Text |
id | pubmed-4018140 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American
Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-40181402015-04-11 Palladium Hydride Promoted Stereoselective Isomerization of Unactivated Di(exo)methylenes to Endocyclic Dienes Jung, Michael E. Lee, Gloria S. Pham, Hung V. Houk, K. N. Org Lett [Image: see text] The exomethylenes of 2,6-disubstituted bicyclo[3.3.1]nonan-9-ones 2 are readily isomerized over a palladium catalyst under an atmosphere of hydrogen to predominantly form the isomer 3 with C(2) symmetry with very little formation of the analogous product with C(s) symmetry. A hydrogen source is essential to effect the rearrangement. American Chemical Society 2014-04-11 2014-05-02 /pmc/articles/PMC4018140/ /pubmed/24720691 http://dx.doi.org/10.1021/ol500710v Text en Copyright © 2014 American Chemical Society |
spellingShingle | Jung, Michael E. Lee, Gloria S. Pham, Hung V. Houk, K. N. Palladium Hydride Promoted Stereoselective Isomerization of Unactivated Di(exo)methylenes to Endocyclic Dienes |
title | Palladium Hydride Promoted Stereoselective Isomerization
of Unactivated Di(exo)methylenes to Endocyclic Dienes |
title_full | Palladium Hydride Promoted Stereoselective Isomerization
of Unactivated Di(exo)methylenes to Endocyclic Dienes |
title_fullStr | Palladium Hydride Promoted Stereoselective Isomerization
of Unactivated Di(exo)methylenes to Endocyclic Dienes |
title_full_unstemmed | Palladium Hydride Promoted Stereoselective Isomerization
of Unactivated Di(exo)methylenes to Endocyclic Dienes |
title_short | Palladium Hydride Promoted Stereoselective Isomerization
of Unactivated Di(exo)methylenes to Endocyclic Dienes |
title_sort | palladium hydride promoted stereoselective isomerization
of unactivated di(exo)methylenes to endocyclic dienes |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4018140/ https://www.ncbi.nlm.nih.gov/pubmed/24720691 http://dx.doi.org/10.1021/ol500710v |
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