Abstract: 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.

Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments

BLANGETTI, Marco;ROSSO, HELENA;PRANDI, Cristina;DEAGOSTINO, Annamaria;VENTURELLO, Paolo
2013-01-01

Abstract

Abstract: 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.
2013
Inglese
Esperti anonimi
18
1188
1213
25
http://www.mdpi.com/1420-3049/18/1/1188
Keywords: Suzuki-Miyaura cross-coupling, acylation, palladium, ketones
no
1 – prodotto con file in versione Open Access (allegherò il file al passo 6 - Carica)
5
03-CONTRIBUTO IN RIVISTA::03B-Review in Rivista / Rassegna della Lett. in Riv. / Nota Critica
reserved
262
info:eu-repo/semantics/article
Marco Blangetti ; Helena Rosso ; Cristina Prandi ; Annamaria Deagostino ; Paolo Venturello
File in questo prodotto:
File Dimensione Formato  
molecules-18-01188.pdf

Accesso riservato

Tipo di file: POSTPRINT (VERSIONE FINALE DELL’AUTORE)
Dimensione 471.85 kB
Formato Adobe PDF
471.85 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/127085
Citazioni
  • ???jsp.display-item.citation.pmc??? 22
  • Scopus 129
  • ???jsp.display-item.citation.isi??? 124
social impact