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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...

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Autores principales: Blangetti, Marco, Rosso, Heléna, Prandi, Cristina, Deagostino, Annamaria, Venturello, Paolo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
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.
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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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