Issue 43, 2012
From the journal:

Chemical Communications

Umpolung reactions in an ionic liquid catalyzed by electrogenerated N-heterocyclic carbenes. Synthesis of saturated esters from activated α,β-unsaturated aldehydes†

Marta Feroci,*a   Isabella Chiarotto,a   Monica Orsini,b   Romina Pelagallia  and  Achille Inesi‡*a  

* Corresponding authors

a Dept. SBAI, Sapienza University of Rome, via Castro Laurenziano, 7, I-00161 Rome, Italy
E-mail: marta.feroci@uniroma1.it
Fax: +39 06 49766749
Tel: +39 06 49766563

b Dept. Elettronica Applicata, University of Roma Tre, via Vasca Navale, 84, I-00146 Rome, Italy

Abstract

The umpolung reaction of α,β-unsaturated aldehydes to saturated esters has been carried out in an ionic liquid by organocatalysis of electrogenerated NHC. The roles of solvent, precatalyst and proton donor of the ionic liquid have been verified and good to high yields of esters have been obtained using a “green” and mild methodology.

Graphical abstract: Umpolung reactions in an ionic liquid catalyzed by electrogenerated N-heterocyclic carbenes. Synthesis of saturated esters from activated α,β-unsaturated aldehydes

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Article information

DOI
https://doi.org/10.1039/C2CC30371J
Article type
Communication
Submitted
16 Jan 2012
Accepted
03 Apr 2012
First published
03 Apr 2012

Chem. Commun., 2012,48, 5361-5363

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Umpolung reactions in an ionic liquid catalyzed by electrogenerated N-heterocyclic carbenes. Synthesis of saturated esters from activated α,β-unsaturated aldehydes

M. Feroci, I. Chiarotto, M. Orsini, R. Pelagalli and A. Inesi, Chem. Commun., 2012, 48, 5361 DOI: 10.1039/C2CC30371J

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