天然产物(E)-白黎芦醇的全合成  

Synthesis of natural resveratrol

作　　者：李印钊[1] 李楠[1] 傅滨[1] 张曙生[1] 肖玉梅[1] 覃兆海[1] 

机构地区：[1]中国农业大学理学院,北京100094

出　　处：《中国农业大学学报》2005年第1期90-92,共3页Journal of China Agricultural University

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。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.

关 键 词：白黎芦醇 芪 WITTIG-HORNER反应 全合成 

分 类 号：O621.3[理学—有机化学]