Stereoselective Synthesis of Glycosyl Acrylate Derivatives by Microwave Assisted Wittig Reaction

doi:10.3969/j.issn.0251-0790.2012.05.017

Chem. J. Chinese Universities ›› 2012, Vol. 33 ›› Issue (05): 958.doi: 10.3969/j.issn.0251-0790.2012.05.017

• Organic Chemistry • Previous Articles Next Articles

Stereoselective Synthesis of Glycosyl Acrylate Derivatives by Microwave Assisted Wittig Reaction

WANG Wei¹, LI Xiao-Liu^1,2, LI Rui¹, ZHANG Ping-Zhu¹, CHEN Hua¹

1. Key Laboratory of Chemical Biology of Hebei Province, School of Chemistry and Environmental Science, Hebei University, Baoding 071002, China;
2. State Key Laboratory of Natural and Mimetic Drugs, Peking University, Beijing 100191, China

Received:2011-08-08 Online:2012-05-10 Published:2012-05-10

Abstract

Abstract: In order to develop an efficient, practical and stereoselective method for synthesizing glycosyl acrylate derivatives, the microwave assisted Wittig reaction of sugar ketone(1) and lactones(4) with ylide 2(Ph₃PCHCOOEt) was investigated in a sealed microwave reactor in various temperatures and solvents. The reaction was carried out effectively and stereoselectively in xylene at 180 ℃ with a yield up to 80% within 10 min.

Key words: Glycosyl acrylate derivative, Microwave assisted reaction, Wittig reaction, Stereoselective synthesis

CLC Number:

O629.11

TrendMD:

WANG Wei, LI Xiao-Liu, LI Rui, ZHANG Ping-Zhu, CHEN Hua. Stereoselective Synthesis of Glycosyl Acrylate Derivatives by Microwave Assisted Wittig Reaction[J]. Chem. J. Chinese Universities, 2012, 33(05): 958.

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Stereoselective Synthesis of Glycosyl Acrylate Derivatives by Microwave Assisted Wittig Reaction

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