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Issue 50, 2018
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Synergistic palladium/copper-catalyzed Csp3–Csp2 cross-couplings using aldehydes as latent α-alkoxyalkyl anion equivalents

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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.

Graphical abstract: Synergistic palladium/copper-catalyzed Csp3–Csp2 cross-couplings using aldehydes as latent α-alkoxyalkyl anion equivalents

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Supplementary files

Article information


Submitted
07 Feb 2018
Accepted
08 Feb 2018
First published
14 Feb 2018

Chem. Commun., 2018,54, 6776-6779
Article type
Communication

Synergistic palladium/copper-catalyzed Csp3–Csp2 cross-couplings using aldehydes as latent α-alkoxyalkyl anion equivalents

M. Takeda, K. Yabushita, S. Yasuda and H. Ohmiya, Chem. Commun., 2018, 54, 6776
DOI: 10.1039/C8CC01055B

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