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
18
1188
1213
http://www.mdpi.com/1420-3049/18/1/1188
Keywords: Suzuki-Miyaura cross-coupling, acylation, palladium, ketones
Marco Blangetti ; Helena Rosso ; Cristina Prandi ; Annamaria Deagostino ; Paolo Venturello
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/127085
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