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异-α-姜黄烯及其衍生物的合成
引用本文:吴达俊,狎文勇,董洁莹.异-α-姜黄烯及其衍生物的合成[J].有机化学,1992,12(1):98-102.
作者姓名:吴达俊  狎文勇  董洁莹
作者单位:上海华东化工学院精细化工系,上海华东化工学院精细化工系,上海华东化工学院精细化工系 上海,200237,上海,200237,上海,200237
摘    要:姜科姜黄属是一个重要的药用植物群其根茎和块根分别称为姜黄和郁金。中医中药认为, 郁金具有行气, 纠瘀和通经等功效。动物药理试验表明, 姜科植物温郁金具有抗生育活性, 而其挥发油主要含有姜烯、α-姜黄烯和异-α-姜黄烯等倍半萜类化合物。本文合成了温郁金挥发油的另一个成分异-α-姜黄烯和其衍生物2-甲基-6-对甲苯基-2-庚醇、脱氢异-α-姜黄烯和2-甲基-6-对甲苯基-5-庚烯-2-醇。它们的化学结构得到确证。

关 键 词:紫外分光光度法  倍半萜  核磁共振谱法  郁金  庚醇  P  色谱质谱法  姜黄烯  庚烯醇  P

The syntheses of iso-α-curcumene and its derivatives
WU Da-Jun,XIE Wen-Yong,DONG Jie-Ying.The syntheses of iso-α-curcumene and its derivatives[J].Chinese Journal of Organic Chemistry,1992,12(1):98-102.
Authors:WU Da-Jun  XIE Wen-Yong  DONG Jie-Ying
Institution:WU Da-Jun,XIE Wen-Yong,DONG Jie-Ying Department of Fine Chemicals,East China University of Chemical Technology,200237 Shanghai
Abstract:Iso-a-curcumene (I, R = R1 = H, R2R3 = CH2) and its derivatives I (RR1 = bond, R2R3 = CH2, R2 = Me, R3 = OH; R = R1 = H, R2 = Me, R3 = OH) were prepared The intermediate enone I (RR1 = bond, R2R3 = O) was synthesized from 4-MeC6H4COMe with CH2:CHMgBr followed by Carroll reaction with MeCOCH2CO2Et. Hydrogenation of I (RR1 = bond, R2R3 = O) led to I (R, R1 = O). Wittig reaction of these compounds with Ph3P=CH2 and Grignard reaction with Me3MgI gave rise to I (RR1 = bond; R, R1 = H; R2R3 = CH2; R2 = Me, R3 = OH).
Keywords:ULTRAVIOLET SPECTROPHOTOMETRY  SESQUITERPENE  NMR SPECTROMETRY  CURCUMA AROMATICA  HEPTANOL P  CHROMATOGRAPHY-MASS SPECTROGRAPHY  CURCUMENE
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