Issue 10, 2002
From the journal:

Chemical Communications

Unexpected change of the sense of the enantioselective hydrogenation of ethyl pyruvate catalyzed by a Pt–alumina-cinchona alkaloid system

M. Bartók,*ab   M. Sutyinszki,b   K. Felföldib  and  Gy. Szöllősia  

* Corresponding authors

a Organic Catalysis Research Group of the Hungarian Academy of Sciences, University of Szeged, Dóm tér 8, Hungary
E-mail: bartok@chem.u-szeged.hu
Fax: (36)-62-544-200
Tel: (36)-62-544-279

b Department of Organic Chemistry, University of Szeged, Dóm tér 8, Hungary

Abstract

In the enantioselective hydrogenation of ethyl pyruvate (EtPy) over β-isocinchonine (β-ICN) modified Pt–alumina catalysts, the major enantiomer was (R)-ethyl lactate ((R)-EtLt (ee 50%)) in toluene, while in AcOH (S)-EtLt (ee 60%) was formed; the (R) configuration is opposite to what is expected from the absolute configuration of the cinchonine backbone.

Graphical abstract: Unexpected change of the sense of the enantioselective hydrogenation of ethyl pyruvate catalyzed by a Pt–alumina-cinchona alkaloid system

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Article information

DOI
https://doi.org/10.1039/B201728H
Article type
Communication
Submitted
15 Feb 2002
Accepted
27 Mar 2002
First published
19 Apr 2002

Chem. Commun., 2002, 1130-1131

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Unexpected change of the sense of the enantioselective hydrogenation of ethyl pyruvate catalyzed by a Pt–alumina-cinchona alkaloid system

M. Bartók, M. Sutyinszki, K. Felföldi and Gy. Szöllősi, Chem. Commun., 2002, 1130 DOI: 10.1039/B201728H

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