Attempted and accomplished syntheses of a few monofluorinated chrysanthemic acid derivatives
作者:Sylvain Cottens、Manfred Schlosser
DOI:10.1016/s0040-4020(01)86081-6
日期:1988.1
A sulfone mediated approach presumably did produce methyl α-fluoro-chrysanthemate 10 but, if formed, the latter immediately underwent dehydrofluorination under the strongly basic reaction conditions. The cis- and trans-isomers of methyl β- and γ-fluorochrysanthemates 11 and 12 were concomitantly obtained by treating 3-fluoro-2,5-dimethyl-2,4-hexadiene with methyl diazoacetate in the presence of catalytic
砜介导的方法大概确实产生了α-氟-菊酯甲基10,但如果形成,则后者会在强碱性反应条件下立即进行脱氟化氢作用。通过在催化量的乙酸铑存在下,用重氮乙酸甲酯处理3-氟-2,5-二甲基-2,4-己二烯,同时获得β-和γ-氟甲基柠檬酸甲酯11和12的顺式和反式异构体。 。酶和色谱分离后的四个单独的组分转化为米苯氧基苄基酯(11e和12E)。