以(R)-(-)-香芹酮为原料,经环氧异构开环反应、[3+2]环加成反应和Kemp消除反应等关键步骤,共9步反应合成了乌头碱A环中间体(1R,2R,4R,6S)-2-苯甲氧基-6-羟基-1-羟甲基-4-丙烯基环己烷腈,总收率25.7%;其结构经^1H NMR,^13C NMR,IR,MS(ESI)确证。
The intermediate of ring-A of aconitine,(1R,2R,4R,6S)-2-(benzyloxy)-6-hydroxy-1-(hydroxymethyl)-4-(prop-1-en-2-yl)-cyclohexanecarbonitrile,was synthesized by nine steps reaction from(R)-(-)-carvone,using epoxide isomerised opening,[3 + 2]-cycloaddition and Kemp elimination as key transformations. The structure was confirmed by ^1H NMR,^13C NMR,IR,and MS(ESI).