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Molecules 2013, 18(1), 1188-1213; doi:10.3390/molecules18011188
Review
Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments
1
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland
2
Chemistry Department, Turin University, via P. Giuria 7, 10125 Torino, Italy
* Author to whom correspondence should be addressed.
Received: 19 December 2012; in revised form: 8 January 2013 / Accepted: 9 January 2013 / Published: 17 January 2013
(This article belongs to the Special Issue Suzuki Reaction)
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.
Keywords: Suzuki-Miyaura cross-coupling; acylation; palladium; ketones
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MDPI and ACS Style
Blangetti, M.; Rosso, H.; Prandi, C.; Deagostino, A.; Venturello, P. Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments. Molecules 2013, 18, 1188-1213.
AMA StyleBlangetti M, Rosso H, Prandi C, Deagostino A, Venturello P. Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments. Molecules. 2013; 18(1):1188-1213.
Chicago/Turabian StyleBlangetti, Marco; Rosso, Heléna; Prandi, Cristina; Deagostino, Annamaria; Venturello, Paolo. 2013. "Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments." Molecules 18, no. 1: 1188-1213.
Molecules
EISSN 1420-3049
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