环己基甲酮类化合物的仿生合成新方法  

Novel Method for Biomimetic Synthesis of Cyclohexyl Ketone Compounds

作　　者：李剑利[1] 尹文婷[1] 张金[1] 郭媛[1] 武祥龙[1] 白银娟[1] 史真[1] 

机构地区：[1]西北大学化学系,西安710069

出　　处：《高等学校化学学报》2008年第1期100-103,共4页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20472067;20172041);高等学校博士学科点专项科研基金(批准号:20050697003);陕西省自然科学基金(批准号:2006B14);西北大学科学研究基金(批准号:05NW45)资助

摘　　要：以2位环己基取代苯并咪唑盐作为甲酸氧化态的四氢叶酸辅酶模型,与亲核Grignard试剂作用,将甲酸氧化态的一碳单元转移给亲核试剂,成功地实现了6类具有潜在应用价值的环己基甲酮的绿色仿生合成,其结构用元素分析、1H NMR、IR和MS等方法进行了表征,并对反应机理和反应条件进行了讨论.The tetrahydrofolate coenzyme is the methyl source of the methylation for many materials （including the DNA and RNA） in the living body to transfer one carbon unit for the biosynthesis and metabolism. On the basis of the one-carbon unit transfer reaction of tetrahydrofolate eoenzymes, six eyelohexyl ketone compounds were synthesized successfully with benzimidazolium salt as the tetrahydrofolate eoenzyme model at formic acid oxidation level and Grignard reagent as a nueleophile to which one carbon unit was transferred via addition-hydrolysis reaction. Their structures were characterized by elemental analysis, ^1H NMR, IR and MS spectra. A novel method for the convenient biomimetie synthesis of eyelohexyl ketone compounds was provided. The reaction mechanism and the effects of reaction conditions on the yield were investigated.

关 键 词：环己基甲酮类化合物 四氢叶酸辅酶模型 苯并咪唑盐 GRIGNARD试剂 仿生合成 

分 类 号：O625.42[理学—有机化学]