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三氯化铋催化姜醇类似物的合成
SYNTHESIS OF ANALOGUES OF GINGEROL BY USING BISMUTH CHLORIDE
【摘要】 以姜酮为前体得到的烯醇硅醚 ,在三氯化铋的催化下 ,与芳香醛发生Mukaiyamaaldol缩合 ,脱去苄基得到 3种新颖的具有 β 羟基酮结构的姜醇类似物 .控制缩合反应的温度 ,还得到一种苯并环庚酮和一种苯并环戊烷 .这些化合物及其中间产物的结构均用1 HNMR ,IR ,MS及元素分析进行了表征 .
【Abstract】 Zingerone is used as precursor and converted to its kinetic O-silylated derivative, and then coupled with various aromatic aldehyde in the Mukaiyama aldol reaction. The products are treated with debenzylation and three analogues of gingerols are obtained, which are β-hydroxyl ketone structure. One benzosuberone and one benzocyclopentane are synthesized when controlling the condensation reaction temperature. Their structures are confirmed by elemental analysis, IR, 1HNMR and MS spectra.
【关键词】 烯醇硅醚;
Mukaiyama aldol缩合;
姜醇类似物;
苯并环庚酮;
苯并环戊烷;
【Key words】 silyl enol ether; Mukaiyama aldol reaction; analogues of gingerol; benzosuberone; benzocyclopentane;
【Key words】 silyl enol ether; Mukaiyama aldol reaction; analogues of gingerol; benzosuberone; benzocyclopentane;
- 【文献出处】 北京师范大学学报(自然科学版) ,Journal of Beijing Normal University(Natural Science) , 编辑部邮箱 ,2004年01期
- 【分类号】O643.3
- 【下载频次】192