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天然产物(E)-白黎芦醇的全合成
引用本文:李印钊,李楠,傅滨,张曙生,肖玉梅,覃兆海.天然产物(E)-白黎芦醇的全合成[J].中国农业大学学报,2005,10(1):90-92.
作者姓名:李印钊  李楠  傅滨  张曙生  肖玉梅  覃兆海
作者单位:中国农业大学,理学院,北京,100094
摘    要:摘要为探讨原料易得、操作简单的天然产物白黎卢醇合成方法,以3,5-二羟基苯甲酸为原料,通过甲基化、还原、溴化、Arbuzov重排,生成关键中间体3,5-二甲氧基苄基膦酸酯,再与对甲氧基苯甲醛经Wittig-Horner缩合,用三溴化硼脱甲基,得到单一的反式白黎芦醇,产率为39.3%。结果表明,本方法原料廉价易得,各步反应产物无需柱色谱分离,因而操作简单,易于扩大生产。

关 键 词:白黎芦醇    Wittig-Horner反应  全合成
文章编号:1007-4333(2005)01-0090-03
修稿时间:2004年9月13日

Synthesis of natural resveratrol
Li Yinzhao,Li Nan,Fu Bin,Zhang Shusheng,Xiao Yumei,Qin Zhaohai.Synthesis of natural resveratrol[J].Journal of China Agricultural University,2005,10(1):90-92.
Authors:Li Yinzhao  Li Nan  Fu Bin  Zhang Shusheng  Xiao Yumei  Qin Zhaohai
Abstract:The synthetic method of resveratrol was investigated in this study, in which with the raw materials should be readily available and cheap, and with simple manipulation. 3,5-dihydroxy benzoic acid was used as the starting substance. The key intermediate of 3,5-dimethoxy-benzyl-phosphonate was obtained through four steps of methylation, reduction, bromination, and arbuzov rearrangment. Following polymerization with anisaldehyde by Wittig-Horner reaction and demethylation with boron tribromidethe final product of resveratrol was obtained.The overall yield was 39.3%. In conclusions, this process had some advantages of commercially available,cheap starting materials, no requirement of chromatography and convenient manipulation.
Keywords:resveratrol  stilbene  Wittig-Horner reaction
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