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J Org Chem. 2005 Oct 14;70(21):8594-6.

Vanadium-catalyzed pinacol coupling reaction in water.

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1
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamada-oka, Suita, Osaka 565-0871, Japan.

Abstract

A catalytic pinacol coupling using water as a solvent was performed by a catalytic amount of vanadium(III) chloride and metallic Al as a co-reductant. A combination forms a binary catalytic system, being in sharp contrast to the reaction in organic solvent, which requires a chlorosilane as an additive. Various aromatic aldehydes underwent the reductive coupling to give the corresponding 1,2-diols in moderate to good yields.

PMID:
16209617
DOI:
10.1021/jo051213f
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