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Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments
Since the first report and due to its handiness and wide scope, the Suzuki-Miyaura (SM) cross coupling reaction has become a routine methodology in many laboratories worldwide. With respect to other common transition metal catalyzed cross couplings, the SM reaction has been so far less exploited as...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270041/ https://www.ncbi.nlm.nih.gov/pubmed/23344208 http://dx.doi.org/10.3390/molecules18011188 |
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author | Blangetti, Marco Rosso, Heléna Prandi, Cristina Deagostino, Annamaria Venturello, Paolo |
author_facet | Blangetti, Marco Rosso, Heléna Prandi, Cristina Deagostino, Annamaria Venturello, Paolo |
author_sort | Blangetti, Marco |
collection | PubMed |
description | Since the first report and due to its handiness and wide scope, the Suzuki-Miyaura (SM) cross coupling reaction has become a routine methodology in many laboratories worldwide. With respect to other common transition metal catalyzed cross couplings, the SM reaction has been so far less exploited as a tool to introduce an acyl function into a specific substrate. In this review, the various approaches found in the literature will be considered, starting from the direct SM acylative coupling to the recent developments of cross coupling between boronates and acyl chlorides or anhydrides. Special attention will be dedicated to the use of masked acyl boronates, alkoxy styryl and alkoxy dienyl boronates as coupling partners. A final section will be then focused on the acyl SM reaction as key synthetic step in the framework of natural products synthesis. |
format | Online Article Text |
id | pubmed-6270041 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62700412018-12-14 Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments Blangetti, Marco Rosso, Heléna Prandi, Cristina Deagostino, Annamaria Venturello, Paolo Molecules Review Since the first report and due to its handiness and wide scope, the Suzuki-Miyaura (SM) cross coupling reaction has become a routine methodology in many laboratories worldwide. With respect to other common transition metal catalyzed cross couplings, the SM reaction has been so far less exploited as a tool to introduce an acyl function into a specific substrate. In this review, the various approaches found in the literature will be considered, starting from the direct SM acylative coupling to the recent developments of cross coupling between boronates and acyl chlorides or anhydrides. Special attention will be dedicated to the use of masked acyl boronates, alkoxy styryl and alkoxy dienyl boronates as coupling partners. A final section will be then focused on the acyl SM reaction as key synthetic step in the framework of natural products synthesis. MDPI 2013-01-17 /pmc/articles/PMC6270041/ /pubmed/23344208 http://dx.doi.org/10.3390/molecules18011188 Text en © 2013 by the authors. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Review Blangetti, Marco Rosso, Heléna Prandi, Cristina Deagostino, Annamaria Venturello, Paolo Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments |
title | Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments |
title_full | Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments |
title_fullStr | Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments |
title_full_unstemmed | Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments |
title_short | Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments |
title_sort | suzuki-miyaura cross-coupling in acylation reactions, scope and recent developments |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270041/ https://www.ncbi.nlm.nih.gov/pubmed/23344208 http://dx.doi.org/10.3390/molecules18011188 |
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