Synergistic palladium/copper-catalyzed Csp3-Csp2 cross-couplings using aldehydes as latent α-alkoxyalkyl anion
Mitsutaka Takeda1, Kenya Yabushita, Shigeo Yasuda
1Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan. ohmiya@p.kanazawa-u.ac.jp.
Abstract:
The first Csp3-Csp2 cross-coupling using aldehydes as latent α-alkoxyalkyl anion equivalents has been achieved. The synergistic palladium/copper-catalyzed reaction of aromatic aldehydes and aryl bromides with a silylboronate afforded the three-component coupling products, silyl-protected benzhydrol derivatives. The reaction pathway involves the catalytic formation of a nucleophilic α-silyloxybenzylcopper(i) species followed by its palladium-catalyzed cross-coupling with aryl bromides.
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