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Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C (2)‐Symmetric Bis(phosphine) Ligands
Chiral bis(phosphine) monooxides (BPMOs) derived from C (2)‐symmetric bis(phosphines) have been found to induce superior levels of enantioselection in copper‐catalyzed conjugate borylation of α,β‐disubstituted cyclobutenones. More precisely, enantiomeric excesses as well as chemical yields are excee...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804767/ https://www.ncbi.nlm.nih.gov/pubmed/35816363 http://dx.doi.org/10.1002/chem.202202163 |
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author | Cui, Ming Zhao, Zhi‐Yuan Oestreich, Martin |
author_facet | Cui, Ming Zhao, Zhi‐Yuan Oestreich, Martin |
author_sort | Cui, Ming |
collection | PubMed |
description | Chiral bis(phosphine) monooxides (BPMOs) derived from C (2)‐symmetric bis(phosphines) have been found to induce superior levels of enantioselection in copper‐catalyzed conjugate borylation of α,β‐disubstituted cyclobutenones. More precisely, enantiomeric excesses as well as chemical yields are exceedingly high with (R,R)‐Bozphos as the chiral ligand while these values are low with parent (R,R)‐Me‐Duphos. A similar yet less pronounced effect was seen in the corresponding 1,6‐addition to para‐quinone methides. |
format | Online Article Text |
id | pubmed-9804767 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-98047672023-01-06 Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C (2)‐Symmetric Bis(phosphine) Ligands Cui, Ming Zhao, Zhi‐Yuan Oestreich, Martin Chemistry Research Articles Chiral bis(phosphine) monooxides (BPMOs) derived from C (2)‐symmetric bis(phosphines) have been found to induce superior levels of enantioselection in copper‐catalyzed conjugate borylation of α,β‐disubstituted cyclobutenones. More precisely, enantiomeric excesses as well as chemical yields are exceedingly high with (R,R)‐Bozphos as the chiral ligand while these values are low with parent (R,R)‐Me‐Duphos. A similar yet less pronounced effect was seen in the corresponding 1,6‐addition to para‐quinone methides. John Wiley and Sons Inc. 2022-09-01 2022-11-07 /pmc/articles/PMC9804767/ /pubmed/35816363 http://dx.doi.org/10.1002/chem.202202163 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Articles Cui, Ming Zhao, Zhi‐Yuan Oestreich, Martin Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C (2)‐Symmetric Bis(phosphine) Ligands |
title | Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C
(2)‐Symmetric Bis(phosphine) Ligands |
title_full | Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C
(2)‐Symmetric Bis(phosphine) Ligands |
title_fullStr | Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C
(2)‐Symmetric Bis(phosphine) Ligands |
title_full_unstemmed | Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C
(2)‐Symmetric Bis(phosphine) Ligands |
title_short | Boosting the Enantioselectivity of Conjugate Borylation of α,β‐Disubstituted Cyclobutenones with Monooxides of Chiral C
(2)‐Symmetric Bis(phosphine) Ligands |
title_sort | boosting the enantioselectivity of conjugate borylation of α,β‐disubstituted cyclobutenones with monooxides of chiral c
(2)‐symmetric bis(phosphine) ligands |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804767/ https://www.ncbi.nlm.nih.gov/pubmed/35816363 http://dx.doi.org/10.1002/chem.202202163 |
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