(1S,2S,5R)-薄荷基取代烯烃的合成  

The synthesis of(1S,2S,5R)-menthyl substituted oleflns

作　　者：周平健 曹靖[1] 欧阳昆冰[1] 阳年发[1] 孙允凯[1] 

机构地区：[1]湘潭大学化学学院环境友好化学与应用省部共建教育部重点实验室,湖南湘潭411105

出　　处：《化学试剂》2008年第7期522-524,共3页Chemical Reagents

基　　金：国家自然科学基金(20572090);教育部博士点专项科研基金(20060530002)资助项目

摘　　要：以(L)-薄荷基氯为原料,通过薄荷基氯化镁分别与烯丙基溴、2-甲基-3-氯丙烯、1-溴-3-甲基-2-丁烯在CuI催化下发生偶联反应,首次合成了3-(1S,2S,5R)-薄荷基-1-丙烯,2-甲基-3-(1S,2S,5R)-薄荷基-1-丙烯和2-甲基-4-(1S,2S,5R)-薄荷基-2-丁烯,总收率分别为80.5%、83.1%和79.6%。探讨了影响反应的多种因素,找到了较好的合成条件,并用IR1、HNMR和元素分析对产物进行了表征。3- （ 1 S, 2 S, 5 R ） - Menthylprop- 1 -ene, 2- methyl-3- （ 1 S, 2S, 5R ）-menthylprop-l-ene and 2-methyl-4-（ 1S, 2S, 5R ）- menthylbut-2-ene had been prepared via the reaction of menthyl magnesium chloride with alkenyl halide in the presence of copper iodide with the overall yield ranging from 79.6 % to 83.1%. The factors influencing the reaction were discussed and the optimum reaction conditions were obtained. Structures of the products were identified by IR.^1HNMR and elementary analysis.

关 键 词：(L)-薄荷基氯 烯烃 手性 合成 

分 类 号：TQ221.21[化学工程—有机化工]