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THE HWE REACTION IN SOLID - LIQUID TWO PHASE SYSTEM FOR THE SYNTHESIS OF α,β-UNSATURATED AMIDES

 

作者: Jordanka Petrova,   Snezhana Momchilova,   NikolayG. Vassilev,  

 

期刊: Phosphorus, Sulfur, and Silicon and the Related Elements  （Taylor Available online 2000）
卷期: Volume 164, issue 1  

页码: 87-94

 

ISSN:1042-6507

 

年代: 2000

 

DOI:10.1080/10426500008045236

 

出版商: Taylor & Francis Group

 

关键词: Diethyl ester of 2-amino-2-oxoethylphosphonic acid;diethyl ester of 2-diethylamino-2-oxoethylphosphonic acid;Homer-Wadsworth-Emmons reaction;α,β-unsaturated amides;solid-liquid two phase system

 

数据来源: Taylor

 

摘要:

The Homer-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.

 

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