选择性保护的萘烷酮的合成

Synthesis of Selectively Protected Decalone

报道了从1,3环己二酮出发,通过硅胶辅助与丁烯酮进行Michael共轭加成生成2(3氧)丁基1,3环己二酮,该化合物在苯中于回流温度下与苄胺缩合并环化生成了6苄氨基3,4,7,8六氢萘1(2H)酮,再用5%的盐酸水溶液于室温下水解,水解产物与乙二醇在对甲苯磺酸催化下反应得到萜类化合物合成的中间体选择性保护的萘烷酮,总收率约18%.

On the surface of silica gel the Michael addition of 1,3 cyclodione to methyl vinyl ketone was accomplished efficiently The product 2 (3 oxo) butyl 1,3 cyclodione was treated with benzylamine to form dienaminone Then hydrolyzed by 5% HCl aqueous solution and reacted with ethylene glycol/toluene sulfonic acid to give the title compound, which is a medium compound in the synthesis of terpenes