Issue 5, 2011
From the journal:

Green Chemistry

Highly E-selective solvent-free Horner–Wadsworth–Emmons reaction catalyzed by DBU†

Kaori Ando*a  and  Kyohei Yamadaa  

* Corresponding authors

a Department of Chemistry, Faculty of Engineering, Gifu-University, Yanagido 1-1, Gifu, Japan
E-mail: ando@gifu-u.ac.jp
Fax: 81 58 293 2674
Tel: 81 58 293 2674

Abstract

The solvent-free Horner–Wadsworth–Emmons reaction of triethyl phosphonoacetate with a variety of aldehydes was catalyzed by DBU in the presence of K2CO3 to give E-α,β-unsaturated esters highly selectively (99 : 1 for most of the reactions). The reaction with ketones gave trisubstituted olefins with good to high E-selectivity by DBU-Cs2CO3.

Graphical abstract: Highly E-selective solvent-free Horner–Wadsworth–Emmons reaction catalyzed by DBU

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Article information

DOI
https://doi.org/10.1039/C1GC15134G
Article type
Communication
Submitted
03 Feb 2011
Accepted
22 Mar 2011
First published
08 Apr 2011

Green Chem., 2011,13, 1143-1146

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Highly E-selective solvent-free Horner–Wadsworth–Emmons reaction catalyzed by DBU

K. Ando and K. Yamada, Green Chem., 2011, 13, 1143 DOI: 10.1039/C1GC15134G

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