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Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions
The allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions is described. The synergistic palladium/copper-catalyzed reaction of aromatic aldehydes, allylic carbonates, and a silylboronate produces the corresponding homoallylic alcohol derivatives. This process involves the catalytic...
| Autores principales: | , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
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Beilstein-Institut
2020
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7034225/ https://www.ncbi.nlm.nih.gov/pubmed/32117475 http://dx.doi.org/10.3762/bjoc.16.21 |
| _version_ | 1783499835293302784 |
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| author | Yuasa, Akihiro Nagao, Kazunori Ohmiya, Hirohisa |
| author_facet | Yuasa, Akihiro Nagao, Kazunori Ohmiya, Hirohisa |
| author_sort | Yuasa, Akihiro |
| collection | PubMed |
| description | The allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions is described. The synergistic palladium/copper-catalyzed reaction of aromatic aldehydes, allylic carbonates, and a silylboronate produces the corresponding homoallylic alcohol derivatives. This process involves the catalytic formation of a nucleophilic α-silyloxybenzylcopper(I) species and the subsequent palladium-catalyzed allylic substitution. |
| format | Online Article Text |
| id | pubmed-7034225 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2020 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-70342252020-02-28 Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions Yuasa, Akihiro Nagao, Kazunori Ohmiya, Hirohisa Beilstein J Org Chem Letter The allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions is described. The synergistic palladium/copper-catalyzed reaction of aromatic aldehydes, allylic carbonates, and a silylboronate produces the corresponding homoallylic alcohol derivatives. This process involves the catalytic formation of a nucleophilic α-silyloxybenzylcopper(I) species and the subsequent palladium-catalyzed allylic substitution. Beilstein-Institut 2020-02-07 /pmc/articles/PMC7034225/ /pubmed/32117475 http://dx.doi.org/10.3762/bjoc.16.21 Text en Copyright © 2020, Yuasa et al. https://creativecommons.org/licenses/by/4.0https://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/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
| spellingShingle | Letter Yuasa, Akihiro Nagao, Kazunori Ohmiya, Hirohisa Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions |
| title | Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions |
| title_full | Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions |
| title_fullStr | Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions |
| title_full_unstemmed | Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions |
| title_short | Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions |
| title_sort | allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions |
| topic | Letter |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7034225/ https://www.ncbi.nlm.nih.gov/pubmed/32117475 http://dx.doi.org/10.3762/bjoc.16.21 |
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