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Issue 105, 2014
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Metal free chemoselective reduction of α-keto amides using TBAF as catalyst

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Abstract

The metal and ligand free chemoselective reduction of the keto group and complete reduction of the both keto and amide groups of α-keto amide with hydrosilanes using tetrabutylammoniumflouride (TBAF) as catalyst have been accomplished. This methodology affords an efficient and economic route for the synthesis of biologically important α-hydroxy amides and β-amino alcohols. The other important advantage of this TBAF catalyst is chemoselective reduction of ketones to corresponding alcohols in the presence of several other sensitive functional groups.

Graphical abstract: Metal free chemoselective reduction of α-keto amides using TBAF as catalyst

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Supplementary files

Article information


Submitted
23 Sep 2014
Accepted
31 Oct 2014
First published
06 Nov 2014

RSC Adv., 2014,4, 61077-61085
Article type
Paper
Author version available

Metal free chemoselective reduction of α-keto amides using TBAF as catalyst

N. C. Mamillapalli and G. Sekar, RSC Adv., 2014, 4, 61077
DOI: 10.1039/C4RA13090A

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