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有机化学 ›› 2000, Vol. 20 ›› Issue (3): 388-390. 上一篇    下一篇

研究论文

酶促法还原β-酮砜合成粉蠹虫性信息素

李焰;陈祖兴;石从云   

  1. 湖北大学化学与材料科学学院
  • 发布日期:2000-06-25

Synthesis of S-(+)-sulcatol by enzymatic reduction of β - ketosulfone

Li Yan;Chen Zuxing;Shi Congyun   

  • Published:2000-06-25

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用面包酵母还原1-(4-甲基)苯磺酰基-2-丙酮(2),制得光学纯度很高的手性中间体1-(4-甲基)苯磺酰基-2-丙醇(3),然后在正丁基锂的作用下进行烷基化反应,经Raney-Ni还原脱硫得目标物粉蠹虫性信息素(1),其光学纯度可达92%e.e.。

关键词: 酵母, 还原, 烷基化, 脱硫, 粉蠹虫, 性信息素, 酶促, 昆虫激素

1-(4-Methyl)phenysulfonyl-2-propanone was reduced with baker's yeast to a chiral alcohol 1-(4-methyl) phenylsulfonyl-2-propanol of very high optical purity. This alcohol was alkylated and desulfurated with Raney-Ni to the target compound (S)-(+)-6-methyl-5-heptene-2-ol. The enantiometric excess is 92%.

Key words: YEAST, REDUCTION, ALKYLATION, DESULFURIZATION, SEX PHEROMONE, ENZYMATIC, INSECT HORMONE

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