The HWE reaction in solid - liquid two phase system for the synthesis of α,β-unsaturated amides

Article abstract of DOI:10.1080/10426500008045236

The Horner-Wadsworth-Emmons (HWE) reaction of the diethyl ester of 2-amino-2-oxoethylphosphonic acid 1 as well as of diethyl ester of the 2-dimethylamino-2-oxoethylphosphonic acid 2 with some aldehydes and ketones 3 in liquid-solid two phase system is used for the preparation of α,β-unsaturated amides 4, 5. The synthesis is carried out in mild conditions (room temperature, KOH, K₂CO₃, CaO) in the absence of a catalyst or in the absence of a solvent, and leads in very high (E)-stereoselectivity and in high yields to en-amides.

Full text of DOI:10.1080/10426500008045236

This article was downloaded by: [Unam - Centro De Nano Ciencias]
On: 25 December 2014, At: 22:55
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954
Registered office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH,
UK
Phosphorus, Sulfur, and Silicon
and the Related Elements
Publication details, including instructions for
authors and subscription information:
http://www.tandfonline.com/loi/gpss20
THE HWE REACTION IN SOLID
- LIQUID TWO PHASE SYSTEM
FOR THE SYNTHESIS OF α,β-
UNSATURATED AMIDES
Jordanka Petrova a , Snezhana Momchilova a
Nikolay G. Vassilev b
&
a Faculty of Chemistry, Sofia University “St. Kl.
Ochridski” , I James Bourchier Avenue, Sofia, 1164,
Bulgaria
b Institute of Organic Chemistry, Bulgarian Academy
of Sciences , 1113, Sofia, Bulgaria
Published online: 27 Oct 2006.
To cite this article: Jordanka Petrova , Snezhana Momchilova & Nikolay G. Vassilev
(2000) THE HWE REACTION IN SOLID - LIQUID TWO PHASE SYSTEM FOR THE SYNTHESIS
OF α,β-UNSATURATED AMIDES, Phosphorus, Sulfur, and Silicon and the Related
Elements, 164:1, 87-94, DOI: 10.1080/10426500008045236
To link to this article: http://dx.doi.org/10.1080/10426500008045236
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the
information (the “Content”) contained in the publications on our platform.
However, Taylor & Francis, our agents, and our licensors make no
representations or warranties whatsoever as to the accuracy, completeness,
or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and
are not the views of or endorsed by Taylor & Francis. The accuracy of the

Content should not be relied upon and should be independently verified with
primary sources of information. Taylor and Francis shall not be liable for any
losses, actions, claims, proceedings, demands, costs, expenses, damages,
and other liabilities whatsoever or howsoever caused arising directly or
indirectly in connection with, in relation to or arising out of the use of the
Content.
This article may be used for research, teaching, and private study purposes.
Any substantial or systematic reproduction, redistribution, reselling, loan,
sub-licensing, systematic supply, or distribution in any form to anyone is
expressly forbidden. Terms & Conditions of access and use can be found at
http://www.tandfonline.com/page/terms-and-conditions