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. 2008:4:53.
doi: 10.3762/bjoc.4.53. Epub 2008 Dec 19.

Chemoselective reduction of aldehydes by ruthenium trichloride and resin-bound formates

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Chemoselective reduction of aldehydes by ruthenium trichloride and resin-bound formates

Basudeb Basu et al. Beilstein J Org Chem. 2008.

Abstract

A simple, chemoselective transfer hydrogenation of aryl aldehydes with the aid of Amberlite((R)) resin formate (ARF), a stable H-donor, in the presence of catalytic ruthenium trichloride is described. Aromatic aldehydes and 1,2-diketones are reduced efficiently and selectively, while aryl ketones remain unchanged. Several other potentially reducible groups attached to the aromatic moiety are unaffected.

Keywords: Amberlite® resins; chemoselectivity; hydrogen transfer; reduction of carbonyl group; ruthenium chloride.

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Figures

Scheme 1
Scheme 1
RuCl3-catalyzed transfer hydrogenation of aryl aldehydes.
Scheme 2
Scheme 2
Reduction of 1,2-diketones.

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