Issue 43, 2012
From the journal:

Chemical Communications

Ru-catalyzed highly chemo- and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters under neutral conditions†

Xin Ma,a   Wanfang Li,a   Xiaoming Li,a   Xiaoming Tao,a   Weizheng Fan,a   Xiaomin Xie,a   Tahar Ayad,b   Virginie Ratovelomanana-Vidalb  and  Zhaoguo Zhang*ac  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China

b ENSCP Chimie ParisTech, Laboratoire Charles Friedel (LCF), CNRS, UMR 7223, 75005 Paris, France

c Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China
E-mail: zhaoguo@sjtu.edu.cn

Abstract

Finely-tuned ruthenium-catalyzed highly chemoselective and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters at the carbonyl group was achieved under neutral reaction conditions (ee up to 97%). Both olefin and alkenyl halogen moieties, which are labile under hydrogenation conditions, remained untouched during the reaction.

Graphical abstract: Ru-catalyzed highly chemo- and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters under neutral conditions

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Article information

DOI
https://doi.org/10.1039/C2CC30925D
Article type
Communication
Submitted
09 Feb 2012
Accepted
27 Mar 2012
First published
27 Mar 2012

Chem. Commun., 2012,48, 5352-5354

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Ru-catalyzed highly chemo- and enantioselective hydrogenation of γ-halo-γ,δ-unsaturated-β-keto esters under neutral conditions

X. Ma, W. Li, X. Li, X. Tao, W. Fan, X. Xie, T. Ayad, V. Ratovelomanana-Vidal and Z. Zhang, Chem. Commun., 2012, 48, 5352 DOI: 10.1039/C2CC30925D

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